Sulfuric Acid → 2-Phenylethanol

HRID 1614421Notes

Reaction equation

HRID 1614421 reaction equation
[BH4-].[Na+].[O:3]1[CH2:5][CH:4]1[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.S(=O)(=O)(O)O>C1(C)C(C)=CC=CC=1>[C:6]1([CH2:4][CH2:5][OH:3])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 7276Styrene OxideHCID 4311764Sodium borohydride

Product 1

HCID 60542-Phenylethanol

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

8.9 g (0.066 mole) of diethylene glycole monoethyl ether was added dropwise to a mixture consisting of 1.3 g (0.034 mole) of sodium borohydride, 10 ml of xylene and 5 g (0.042 mole) of 1,2-epoxyethyl benzene at 90° C. over 1.5 hours while agitating the mixture. Subsequently, the mixture was agitated at the same temperature for 1.5 hours. After cooling to room temperature, the mixture was neutralized with dilute sulfuric acid. As a result, phenylethyl alcohol was quantitatively obtained.

Workup

  1. stirringSubsequently, the mixture was agitated at the same temperature for 1.5 hours

Sources & evidence

ORD record
ord-3923e6c511c444ce98d22a05da143e99
Source dataset
uspto-grants-1993_03
Patent number
US05196601

Reaction notes

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