1-(4-Chlorophenyl)cyclopentanecarboxylic acid → 1-(p-Chlorophenyl)cyclopentanemethanol

HRID 54262

Reaction equation

HRID 54262 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2([C:19](O)=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:10][CH:9]=1>C(OCC)C>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2([CH2:19][OH:20])[CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 974471-(4-Chlorophenyl)cyclopentanecarboxylic acidHCID 21226445Aluminium lithium hydride

Product 1

HCID 27240171-(p-Chlorophenyl)cyclopentanemethanol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

This compound is prepared in a manner analogous to that of Step A of Example 4, using 2.4 grams (0.06.3 mole) of lithium aluminum hydride, 21.8 grams (0.097 mole) of 1-(4-chlorophenyl)-1-cyclopentanecarboxylic acid (commercially available) in about 300 mL of diethyl ether, yielding [1-(4-chlorophenyl)-1-cyclopentyl]methanol.

Workup

  1. customThis compound is prepared in a manner analogous to that of Step A of Example 4

Sources & evidence

ORD record
ord-652a0256dd35408ca4d952359e96b9c1
Source dataset
uspto-grants-1997_04
Patent number
US05622954

Linked notes

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