Methyl benzoate chloride

Ethyl benzoate hydrogen chloride as a catalyst). Pass dry hydrogen chloride (Section 11,48,1) into a 600 ml. round-bottomed flask containing 116 g. (145 ml.) of absolute ethyl alcohol, cooled in an ice bath, until the increase in weight is 6 g. Add 30 g. of benzoic acid and reflux the mixture for 4 hours. Isolate the pure ester, b.p. 212-214°, as described for Methyl Benzoate. The yield is 32 g. 

The synthesis of pyrazolines and pyrazoles of the [CCNN + C] type with the creation of two bonds, N(2)-C(3) + C(3)-C(4) (or N(l)-C(5) + C(5)-C(4)), has been studied by several groups. Beam and coworkers have published a series of papers on the synthetic utility of lithiated hydrazones. Thus, the methylhydrazone of acetophenone (598) is converted by butyllithium into the dianion (599), which in turn reacts with methyl benzoate to afford the pyrazole (600) (76SC5). In earlier publications Beam et al. have used aldehydes and acyl chlorides to obtain pyrazolines and pyrazoles by the same method. 

The methyl benzoate thus formed is eliminated by steam distillation, and 2.140 g of crude product are obtained, which are dissolved in 20 cc of methylene chloride. This solution is passed through 10 parts of magnesium silicate, elution being performed with 250 cc of methylene chloride containing 5% of acetone. After evaporation of the solvent 2.050 g of product is recovered, which is recrystallized from isopropyl ether. 

Malononitrile, 66 Methylamine hydrochloride, 112 Methyl -amyl ketone, 60 Methyl benzoate, 51 Methyl chloride, 32, 36... 

Triphenylcarbinol has been obtained by the reaction between phenylmagnesium bromide and benzophenone,1 methyl benzoate, or phosgene 8 by action of phenylsodium upon benzophenone, benzoyl chloride, ethyl chlorocarbonate, or ethyl benzoate 4 by hydrolysis of triphenylchloromethane 5 and by oxidation of tri-phenylmethane.6... 

In the case of the benzyloxytrityl-hydroxylamineresin 24b, the starting material is the Merrifield resin, chloromethylated polystyrene (1.7 mmol Cl x g 1) which is treated with 3 equiv. of 4-hydroxy-methyl benzoate in DMA with sodium methylate as base. The Beilstein test is used for monitoring and microanalyses showed the absence of chloride (Scheme 6). 

Amines also react with esters by a method similar to the reaction of an acid chloride with an cimine (which was described in the previous section, From acid chlorides ). Figure 12-28 illustrates the formation of benzamide by this type of reaction, using ammonia and methyl benzoate. Again, the mechanism is similar to the reaction of an acid chloride with an amine (Figure 12-26). 

R = CH2C6Hs, C14H12O2, Mr 212.25, 6p2.okPa 170-171 °C, df 1.1121, ng 1.5680, is the main component of Peru balsam oil. It occurs in fairly large amounts in a number of blossom concretes and absolutes (e.g., tuberose and hyacinth). It forms either a viscous liquid or solid flakes mp 21 22°C) and has a weak, sweet-balsamic odor. It is prepared either by transesterification of technical methyl benzoate with benzyl alcohol, or from benzyl chloride and sodium benzoate. A third process starts with benzaldehyde which is converted in high yield into benzyl benzoate in the presence of sodium or aluminum benzylate (Tishchenko reaction). 

A mixture of. sy/i-benzaldoxime 1 (10 mmol, 1.21 g) or 2-hydroxyacetophenone oxime 4 (10 mmol, 1.52 g) and one equivalent of 98% anhydrous zinc chloride (10 mmol, 1.36 g) was introduced in a Pyrex tube and submitted to microwave irradiation for 20 min in the Synthewave S402 monomode reactor at 140 °C. The mixture was cooled to room temperature and dissolved in methanol and then filtered through silica gel. Products were analyzed by capillary gas chromatography using methyl benzoate as an internal standard and compared by NMR with authentic samples. 

Benzylation of various aromatics with benzyl chloride also proceeds smoothly over 13% Nafion-silica to afford diphenylmethane derivatives in high yields237 (Table 5.18). Although deactivated aromatics (nitrobenzene, methyl benzoate) gave low (< 10%) yields, chlorobenzene reacted readily with complete conversion similar to naphthalene. Furthermore, the catalyst, after recovery, exhibited the same activity. 

Methyl magnesium chloride (3.0 Molar solution in THF, 790 mmol) was added dropwise over 30 min to the CeCI3 slurry at 0°C. After stirring 2 hours, the mixture was cooled to -5°C and a toluene (600 mL) solution of the ethyl 2-(3(S)-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-hydroxy-propyl)benzoate (152 mmol) was added dropwise over 1 hour. The reaction mixture was stirred another hour before the addition of 2 M HOAc (600 mL) and toluene (600 mL). The organic layer was washed with saturated aq. NaHC03 and with brine. Concentration in vacuo and purification of the residue by flash chromatography (30% EtOAc in toluene) gave 63.48 g (91%) of the 2-(2-(3(S)-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-hydroxypropyl)phenyl)-2-propanol. 

Magnesium, 12, 48 Malononitrile, 10, 66 Malonylurea, see Barbituric acid Mercuration, 12, 46, 54 Mercuric chloride, 12, 54 Mercuric oxide, 12, 44 Mercury di-/3-naphthyl, 12, 46 Mesaconic acid, 11, 74 Mcsitylene, 11, 24, 67 Methylamine, 12, 38 Methylamine hydrochloride, 10, 112 Methyl -amyI ketone, 10, 60 M ethylation of thiourea, 12, 52 Methyl benzoate, 10, 51 Methyl chloride, 10, 32, 36 Methylene bromide, 10, 112... 

Trimesitylplumbyllithium, generated by reaction of hexamesityldiplumbane with lithium, reacts with acyl chlorides to afford isolable air-stable acylplumbanes in modest yields (Equation (127)). Under ultraviolet irradiation as well as thermal decomposition, the benzoylplumbane reacted with methanol to afford methyl benzoate (Equation (128)).156 The simpler acetyl- and benzoyl-triphenylplumbane were only detected as transient species in solution, the acetyltriphenylplumbane decomposing at 50 °C to give acetophenone.157... 

Bis[4-methoxyphenyl] tellurium, obtained from 4-methoxybenzene and tellurium tetrachloride and reduction of the resultant bis[4-methoxyphenyl] tellurium dichloride, was converted to methyl 4-methoxybenzoate in 99% yield1. Methyl benzoate was similarly obtained from diphenyl tellurium in yields higher than 90%. These reactions can be carried out with catalytic amounts of palladium(II) chloride when copper(II) chloride is used as an oxidant1. 

Saccharin (1) Toluene + chlorosulfonic acid - o.toluene sulfonate + NH3 - o.toluene sulfonamide + KMn04 (2) Anthranilic acid + NaN02 + N2S2 — o.sodium benzoate disulfide + methanol + Cl2 - o.sulfonyl chloride methyl benzoate + NH3... 

Vinyl acetate-ethyl acetate Propane-propylene Ethanol-isopropanol Hydrochloric acid-water Nitric acid-water Close-boiling Close-boihng Close-boihng Maximum-boiling azeotrope Maximum-boiling azeotrope Phenol, aromatics Acrylonitrile Methyl benzoate Sulfuric acid, calcium chloride for salt process Sulfuric acid, magnesium nitrate for salt process Alternative to simple distillation Alternative to simple distillation, adsorption Alternative to simple distillation Sulfuric acid process rehes heavily on boundary curvature Sulfuric acid process rehes heavily on boundary curvature... 

C8H8CIN02 2-methyl-3-nitrobenzyl chloride 60468-54-4 25,00 1.2860 2 13412 C8H802 methyl benzoate 93-58-3 -12.40 1.3098 2... 

The carbonylations also proceed with palladium(II) acetate instead of palladium(II) chloride. When the carbonylation reactions are carried out with methanol as the reaction medium methyl benzoates are obtained. ... 

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