Methyl 3-(4-aminophenyl)cyclopentanecarboxylate → Ethyl [3-(4-hydroxyphenyl)cyclohexyl]acetate

HRID 1713845Notes

Reaction equation

HRID 1713845 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]2[CH2:20][CH2:19][CH2:18][C:17](=[CH:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1.NC1C=CC(C2CCC(C(OC)=O)C2)=CC=1>>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([CH:15]2[CH2:20][CH2:19][CH2:18][CH:17]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:16]2)=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 59464327Methyl 3-(4-aminophenyl)cyclopentanecarboxylateHCID 72292906Ethyl {3-[4-(benzyloxy)phenyl]cyclohexylidene}acetate

Product 1

HCID 59464226Ethyl [3-(4-hydroxyphenyl)cyclohexyl]acetate

Procedure

Ethyl {3-[4-(benzyloxy)phenyl]cyclohexylidene}acetate was reduced following the general procedure described for Intermediate 84, part (ii), to give the title compound; 1H NMR δ 1.12-1.19 (3H, m), 0.93-1.82 (8H, m), 2.18 (1H, d), 2.45 (1H, d), 2.65 (1H, m), 2.99 (1H, m), 4.04 (2H, q), 6.65-6.67 (2H, m), 7.00 (2H, t), 9.12 (1H, s); MS m/e (M−H)− 261.

Sources & evidence

ORD record
ord-925f962c13b24df5b72a0e7c5ae4bcfa
Source dataset
uspto-grants-2010_09
Patent number
US07795283B2

Reaction notes

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