Ethanol → HCID 54327385, compound

HRID 1729142Notes

Reaction equation

HRID 1729142 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([O:12][CH:13]([CH3:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].C(O)C.ClCCl.[BH4-].[Na+]>C1COCC1>[OH:3][CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([O:12][CH:13]([CH3:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:11])=[CH:6][CH:5]=1)[CH3:2]

Participants

6

Reactant 4

HCID 702EthanolHCID 6344DichloromethaneHCID 4311764Sodium borohydrideHCID 14597203HCID 14597203, compound

Product 1

HCID 54327385HCID 54327385, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

32.17 g (0.12 mol) of methylbenzyl 4-acetylphenylcarboxylate, 50 ml of ethanol, 100 ml of dichloromethane and 50 ml of THF were supplied into a four-necked flask provided with a stirrer and a thermometer. Then 2.3 g (0.06 mol) of sodium borohydride was added at 15°-25° C. over a period of 10 minutes. The mixture was maintained at the same temperature for 2 hours and the reaction mixture was poured into ice-water and treated according to Example 19 to obtain 31.43 g (97% yield) of methylbenzyl 4-(1-hydroxyethyl)phenylcarboxylate (III-22).

Workup

  1. customprovided with a stirrer
  2. temperatureThe mixture was maintained at the same temperature for 2 hours
  3. additiontreated

Sources & evidence

ORD record
ord-b86247e55ad6453cac9650d2c69a1e04
Source dataset
uspto-grants-1994_07
Patent number
US05332675

Reaction notes

Loading…