Diethy 1 ether

Line a TLC developing tank with clean filter paper. Pour 97 3 1 (v/v/v) hexane/diethy 1 ether/formic acid (the solvent system) into the tank, wetting the entire paper. Incubate at room temperature until the tank is saturated with the solvent system (at least 1 hr). 

Benzene/chloroform/acetic acid (70 30 2) Hexane/diethy 1 ether/acetic acid (70 30 0.1) Chloroform/acetone (96 4) Chloroform/acetone/acetic acid (100 1 1) Hexane/diethy I ether/acetic acid (98 2 1) Petroleum ether/diethyl ether/acetic acid (90 10 1) Benzene/chloroform/acetic acid (90 8 2)... 

C6H5)2CuLi + ICH2(CH2)6CH3 diethy ether> C6H5CH2(CH2)6CH3... 

C12H20O9N2, (H02CCH2)2NCH2CH20CH2CH2N(CH2C02H)2, 2,2 -bis[di(caboxymethyl)amino]diethy] ether, H4L ... 

To a stiiTed solution of ( )-l-iodo-heptene-l (224 mg, 1 mmol) and tetrakis(triphenylphosphine)palladium (58 mg, 0.05 mmol) in pyrrolidine (1.5 mL), under an argon atmosphere, was added a solution of 3-butyn-l-oI (140 rag, 2 mmol) in pyrrolidine (1.5 mL). After being stirred at room temperature for 15 min, the mixture was hydrolyzed with a saturated aqueous solution of ammonium chloride and extracted with diethy ether. The organic extract was dried over MgS04, and the solvent was removed in vacuo. Filtration through silica gel (elution petroleum ether ethyl/acetate,6 4) gave 155 mg (93%) of the pure alcohol 87. 

The crystalline hydrochloride salt so obtained, i.e., the solid material collected on the filter funnel, was then converted to the corresponding free base by distribution in 10 ml of a benzene-aqueous 5% sodium carbonate system. The product recovered from the benzene extracts was then recrystallized from diisopropyl ether to afford 1.46 grams of 2-acetoxy-3-(N, N-diethy Icarboxam ido)-9,10-dim ethoxy-1,2,3,4,6,7-hexahydro-1 Ib-H-benzopyridocoline (CHjCOO-axial), MP 130°-131.5°C. 

In an oven dried glass flask under an argon atmosphere at — 78 UC, 950 mg (5 mmol) of methyl 2,3-dihydro-1-oxo-l/f-indene-2-carboxylate in 10 mL of toluene are added to 2.2 mg (0.2 mmol) of potassium rert-butoxide in 5 mL of toluene. 356 mg (0.2 mmol) of (5, 6 )-bis[3,3 -dimethyl-l,l -binaphthalene]-2,2 -diol bis(diethy-lencoxy) ether [(5,.5)-3) are added, followed after 10 min by 700 mg (10 mmol) of 3-buten-2-one in 10 mL of toluene and the mixture is stirred for 120 h at — 78 °C after which it is poured into 35 mL of sat. aq NH4C1. The toluene layer combined with a toluene wash solution is dried over MgS04 and evaporated at 40 "C. The crude adduct is purified by chromatography over silica gel (C H2C12) yield 624 mg (48%) 99% ee. 

A series of 16 molecules, which include different monofunctional compounds, were chosen to determine the enthalpy of solvation in water. Besides four hydrocarbons (hexane, heptane, octane and cyclohexane) and water, the series of molecules include alcohols (2-methylpropan-2-ol, 1-butanol and 2-butanol), ethers (diethylether, tetrahydrofuran and tetrahydropyran), amines (propylamine, butylamine, diethy-lamine and dibutylamine) and piperidine. This choice allows us to examine the differences between different functional groups, as well as the influence of the molecular size on the enthalpic contributions for a given series of monofunctional compounds. Free energies of hydration as well as the corresponding enthalpies taken from the data compiled by Cabani and coworkers [26] are shown in Table 4-1. 

Bulk TLC Dissolve in methanol Silica Diethy lartiinc ether- lodoplatinate EP. pt. 11-6. p. 18-2 and 16]... 

SYNS ACETAAL (DUTCH) ACETAL DIETHY-LIQUE (FRENCH) ACETALE (ITALIAN) 1,1-DIAETHOXY-AETHAN (GERMAN) DIAETHYI.-ACETAL (GERMAN) 1,1-DIETHOXY-ETHAAN (DUTCH) 1,1-DIETHOXYETHANE DIETHYL ACETAL 1,1-DIETOSSIETANO (ITALIAN) ETHYLIDENE DIETHYL ETHER USAF DO-45... 

B. 2,7-Dimethylnaphthalene. A 2-L, three-necked, round-bottomed flask is equipped with a mechanical stirrer, reflux condenser, nitrogen inlet adapter and a 300-mL pressure-equalizing dropping funnel fitted with a rubber septum. All the glassware is oven-dried before assembly. Under a flow of nitrogen, the flask is charged with crystalline 2,7-bis N,N-diethy carbamoyloxy)naphthalene (70.3 g 0.196 mol), the catalyst NiCl2(dppp)2 (1-90 g 3.51 mmol, 1.8 mol % relative to 2,7-bis(N,N-diethylcarbamoyloxy)naphthalene, Note 6) and anhydrous diethyl ether (550 mL, Note... 

Iranpoor, N., Firouzabadi, H., Akhlaghinia, B., and Azadi, R. (2004). Conversion of alcohols, thiols, carboxylic acids, trimethylsilyl ethers, and carboxylates to thiocyanates with triphenylphosphine/diethy-lazodicarboxylate/NH4SCN. Synthesis, 92-96. 

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