Benzyl Alcohol → HCID 12889632, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2,5-dipropionoxybenzoyl chloride (10.3 gr., 0.036 mole) in 30 ml dry chloroform at 0° C. is added dropwise over a six hour period a solution of benzyl alcohol (3.45 gr., 0.032 mole) and pyridine (5.05 gr., 0.064 mole) in 6 ml of dry chloroform. The temperature is maintained at 0° C.-5° C. during the addition and the entire operation is performed under an argon atmosphere. The reaction is stirred at 26° C. for 16 hours and poured into 50 ml of cold water. The organic portion is extracted with 450 ml of ether and the organic layer is washed with 80 ml of 15% HCL (hydrochloric acid), 3×100 ml water, 100 ml of 1 N sodium hydroxide, 3×100 ml water, and dried over magnesium sulfate. Evaporation of the solvents affords 10.22 grams (90%) of benzyl 2,5-dipropionoxybenzoate as a colorless liquid. Distillation in a Hickman still affords 7.0 grams (60%) of benzyl 2,5-dipropionoxybenzoate as a colorless liquid of b.p. 227° C./0.14 mm.

Provenance & Evidence