Styrene Oxide → 2-Phenylethanol

HRID 129099

Reaction equation

N1([BH3-])CCCC1.[Li+].C12OC1CCCC2.C1(O)CCCCC1.[CH2:22]1[O:30][CH:23]1[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[C:24]1([CH2:23][CH2:22][OH:30])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

Reactant 4

HCID 7276Styrene Oxide

HCID 7966Cyclohexanol

HCID 9246Cyclohexene oxide

HCID 23697345Lithium pyrrolidinoborohydride

Product 1

HCID 60542-Phenylethanol

Procedure

Epoxides are reduced readily with lithium pyrrolidinoborohydride. Thus, cyclohexene oxide is reduced to cyclohexanol, and styrene oxide gives predominantly 2-phenylethanol (see Reaction Sequences 7 and 8). ##STR6##

Sources & evidence

ORD record: ord-9dc68d6112b14ab8ab778ddb9181bd0f
Source dataset: uspto-grants-1995_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05466798

Linked notes

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