Borane → 2-(3,4-Dichlorophenoxy)ethan-1-ol

HRID 1613348

Reaction equation

HRID 1613348 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[Cl:13])[O:5][CH2:6][C:7](O)=[O:8].B>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[Cl:13])[O:5][CH2:6][CH2:7][OH:8]

Participants

4

Reactant 2

HCID 6331BoraneHCID 11495(3,4-Dichlorophenoxy)acetic acid

Product 1

HCID 191086922-(3,4-Dichlorophenoxy)ethan-1-olYield 91%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared by reduction of 2-(3,4-dichlorophenoxy)acetic acid (Aldrich, 96% pure) with borane in tetrahydrofuran (Aldrich, 1M solution) using the procedure of N. M. Yoon, et al. in J. Org. Chem 38(#16) p. 2786 (1973). The yield was 91% of theory.

Sources & evidence

ORD record
ord-7b0e61847cba4038b8a679e3b6d599da
Source dataset
uspto-grants-1993_03
Patent number
US05192785

Linked notes

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