Resorcinol diethyl ether

The migration of oxygen from a quaternary center in a cyclohexadienone may be preferred to a carbon shift, when present as an ether or ester function rather than free hydroxy. Thus the p-quinol acetate (117) yields the orcinol monoacetate (118 79%) on treatment at room temperature with trifluoroacetic anhydride, and the p-quinol ether (119) forms the resorcinol diethyl ether (120 71%) in ethanolic sulfuric acid. In the second case, hemiketalization must intervene also some methyl shift (12%) is observed. With the quinol (121), treatment with acetic anhydride-sulfuric acid leads to the lactone (122) acetylation or lactonization probably precedes oxygen shift. A number of related examples can be found in the steroid area. - Thermal 1,3-shifts of p-quinol acetates can also be induced acetate (117) yields catechol acetate (123 50-60%, 45 °C) by way of isomerization of the first-formed acetate (124). In the o-quinol acetate series, 1,2-acetoxy shift is seen in (125) (126 92%) and in (127) (128 90%), both in... 

TAT, Nitric acid. Phosphorus pentoxide Resorcinol, Nitric acid. Sodium nitrite. Sulfuric acid Resorcinol, Nitric acid. Sodium nitrite Diethyl ether, Dichloromethylphosphine, Ethyl alcohol, N,N-Diethylamine, 2-Ethylthioethanol, Rhombic sulfur Ethylene Chlorohydrin, Sodium sulfide, Nonahydrate, Hydrochloric acid... 

The reaction of ferrocenecarbaldehyde (98) and resorcinol (99) under acidic conditions gave the phenolic macrocycle (100), which on addition of chlorobromomethane in the presence of a base produced the first redox-active cavitand (141,142) (101) (Scheme 31). An X-ray structural investigation on crystals of (101), obtained from a dichlorometh-ane-diethyl ether solvent mixture, revealed the inclusion of a dichloro-methane guest molecule within the cavitand host cavity (Fig. 23). Related redox-active cavitand host molecules ((102) and (103)) containing ferrocene moieties lining the wall of the cavitand cavity have also been prepared by our group (141, 142). 

A solution of 1.6 g. of (+)-apoverbenone in 50 ml. of dichloro-meth-ane containing 2.8 g. of 5-(l,l-dimethylheptyl)resorcinol was cooled to 0° C. in an ice bath and stirred while 1.6 g. of aluminum chloride was added in one portion to the reaction mixture. The reaction mixture then was allowed to warm to about 25° C., and stirring was continued at that temperature for 72 hours. The reaction mixture was then poured into 50 g. of ice, and the aqueous mixture was extracted several times with diethyl ether. The ethereal extracts were combined, washed with 2N hydrochloric acid solution and then with water, and finally with five percent aqueous sodium bicarbonate solution. The organic layer was separated, dried, and the solvent was removed by evaporation under reduced pressure to provide 4.5 g. of the title compound as a crude oil. The oil so formed was chromatographed over a Woelm silica get activity II column, eluting with benzene. Fractions shown by thin layer chromatography to contain the desired product were combined, and the solvent was removed therefrom to afford 720 mg. of l-hydroxy-3-(l,l-dimethylheptyl)-6,6-dimethyl-6,6aR,7,8,10,10aR-hexahydro-9H-dihenzo[b,d]pyran-9-one. 

A mixture of 2.2 g. (20 mMol) of crystalline resorcinol, 3.05 g. (20 mMol) (+)- ra/is-/j-menthadien-(2,8)-ol-(l) and 0.4 g. (2 mMol) of p-toluene sulphonic acid monohydrate in 50 mL. of benzene is heated under reflux for 2 hours. The resulting solution is dissolved in 50 mL. of diethyl ether. The ether is extracted once with dilute sodium bicarbonate solution. The ether phase is dried and evaporated. 5.1 g. of a yellow oil is obtained. This oil is chromatographed on 250 g. of silica gel and eluded with benzene. After distilling off the benzene under high vacuum, there is obtained 778 mg. of (-)-l-hydroxy-6,6,9-trimethyl-6a,10a- rans-6a,7,10,10a-tetrahydrodibenzo(b,d)-pyran. This compound has an RF value (silica gel thin layer chromatogram in chloroform) of 0.35 and a boiling point of 155°C./0.001 mmHg. 

A mixture of 21.2 g. of l-(l,l-dimethylheptyl)-3,5-dimethoxybenzene and 55 g. of pyridine hydrochloride was heated at reflux and stirred for 51/2 hours. The reaction mixture then was cooled to room temperature and added to 150 mL. of water. The aqueous solution was extracted several times with diethyl ether, and the ethereal extracts were washed with water and dried. Removal of the solvent by evaporation under reduced pressure provided the product as a solid residue. The solid was recrystallized from 40 mL. of n-hexane to afford 13.0 g. of 5-(l,l-dimethylheptyl)resorcinol. M.R 97°-99° C. 

The tetra-anion of macrocycles made from resorcinol allows likewise host-guest complexes with positively charged organic compounds, but also with neutral molecules like diethyl ether . 

Diisopropyl ether, which is occasionally used in the laboratory as a higherboiling ether, is especially liable to peroxide-formation.16 It is advisable to purify it by filtration through aluminum oxide, as for diethyl ether, and to store it over sodium wire or to stabilize it by addition of 0.001% of pyro-catechol, resorcinol, or hydroquinone.17... 

The reaction of resorcinol with prenyl halides in ethereal solution containing alkali metals or alkaline earth metals or their hydroxides has been instanced among a range of other compounds (ref. 11). By contrast the reagent, isoprene-magnesium-diethyl ether (ref.4) with either resorcinol (R = OH,R = H) or catechol (R = H, R = OH) only afforded chroman products. 

A Methylamino)phenol. This derivative (15) is easily soluble in ethyl acetate, ethanol, diethyl ether, and benzene. It is also soluble in hot water, but only sparingly soluble in cold water. Industrial synthesis is by heating 3-(iV-methylamino)benzenesulfonic acid with sodium hydroxide at 200—220°C (179) or by the reaction of resorcinol with methylamine in the presence of aqueous phosphoric acid at 200°C (180). 

A Phenylamino)phenol. This phenol (17) is slighdy soluble in ethanol, diethyl ether, acetone, benzene, and water. The compound is made by heating resorcinol and aniline at 200°C in the presence of aqueous phosphoric acid or calcium chloride. In another process, 3-aminophenol is heated with aniline hydrochloride at 210—215°C (181). 

PEG itself is useful as a phase-transfer catalyst because it is an acyclic analog of a crown ether [86]. This property of PEG and its potential as a support for a substrate were combined in a recent synthesis of monoethers of hydro-quinone and resorcinol [87]. In this chemistry (Eq. 17), a dihydroxyl PEG 4,000 (n=ca. 90) 33 was first allowed to react with an excess of oxalyl chloride. The resulting diacid chloride was then allowed to react with the hydroquinone or resorcinol to form a diester, which was easily isolated by solvent precipitation with diethyl ether. Subsequent treatment of this phenolic ester with an alkyl iodide in the presence of K2CO3 in DMF led to the PEG-bound monoether ester. In this reaction, the PEG acted both as a support and as a phase-transfer catalyst. Subsequent hydrolysis generated the monoether of the hydroquinone or resorcinol. 

Boron trifluoride Diethyl toluene diamine Resorcinol diglycidyl ether Toluene bis (dimethyl urea) preservation storage, apples Diphenylamine preservation, building tack Sulfur, insoluble preservation, food Catalase... 

Tetrahydrofuran extracts of the PVC were mixed with methyl alcohol to reprecipitate the polymer or diethyl ether Soxhlet extractions of PVC were applied to a Merck fluorescent silica Gel G plate which was developed with ethyl acetate-isooctane (15 85 v/v) or methylene chloride or diethyl ether - petroleum ether (40-60). After development the plate was sprayed with 2% ethanolic resorcinol, then 4 N sulfuric acid. The plates were then heated to 135 °G and sprayed with 25% sodium hydroxide to locate the plasticisers. 

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