Ethanol → HCID 54327385, compound

HRID 1729136Notes

Reaction equation

HRID 1729136 reaction equation
[C:1]([C:4]1[CH:20]=[CH:19][C:7]([C:8]([O:10][CH:11]([CH3:18])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].C(O)C.ClCCl.B.[Na]>O1CCCC1>[OH:3][CH:1]([C:4]1[CH:20]=[CH:19][C:7]([C:8]([O:10][CH:11]([CH3:18])[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[O:9])=[CH:6][CH:5]=1)[CH3:2]

Participants

6

Reactant 4

HCID 702EthanolHCID 6344DichloromethaneHCID 14597203HCID 14597203, compoundHCID 178418435HCID 178418435, compound

Product 1

HCID 54327385HCID 54327385, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

32.17 g (0.12 mol) of methylbenzyl 4-acetylbenzoate, 50 ml of ethanol, 100 ml of dichloromethane and 50 ml of tetrahydrofuran were supplied into the same flask as used in Example 9, and then 2.3 g (0.06 mol) of sodium boron hydride was added at 15°-25° C. over a period of 10 minutes. After standing at the same temperature for 2 hours, the reaction mixture was poured into ice-water and treated similarly to Example 9 to obtain 31.43 g (97% yield) of methylbenzyl 4-(1-hydroxyethyl)benzoate (III-13).

Workup

  1. additiontreated similarly to Example 9

Sources & evidence

ORD record
ord-48743304c897436fb08c8ffb1e94bc12
Source dataset
uspto-grants-1994_07
Patent number
US05332675

Reaction notes

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