Ethyl (3-{4-[(diphenylmethylene)amino]phenyl}cyclohexyl)acetate → Ethyl ((3R)-3-{4-[(diphenylmethylene)amino]phenyl}cyclopentylidene)acetate

HRID 1713850Notes

Reaction equation

HRID 1713850 reaction equation
[C:1]1([C:7](=[N:14]C2C=CC(C3CCCC(CC(OCC)=O)C3)=CC=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[C:34]1[CH:39]=[CH:38][C:37]([C@@H:40]2[CH2:44][CH2:43][C:42](=[CH:45][C:46]([O:48][CH2:49][CH3:50])=[O:47])[CH2:41]2)=[CH:36][CH:35]=1>>[C:1]1([C:7](=[N:14][C:34]2[CH:39]=[CH:38][C:37]([C@@H:40]3[CH2:44][CH2:43][C:42](=[CH:45][C:46]([O:48][CH2:49][CH3:50])=[O:47])[CH2:41]3)=[CH:36][CH:35]=2)[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 59464258Ethyl (3-{4-[(diphenylmethylene)amino]phenyl}cyclohexyl)acetate2×HCID 86619813Ethyl [(3R)-3-(4-bromophenyl)cyclopentylidene]acetate

Product 1

HCID 86619814Ethyl ((3R)-3-{4-[(diphenylmethylene)amino]phenyl}cyclopentylidene)acetate

Procedure

Following the procedure described for ethyl (3-{4-[(diphenylmethylene)amino]phenyl}cyclohexyl)acetate (Intermediate 89(iii)), replacing ethyl [3-(4-{[(trifluoromethyl)sulphonyl]oxy}phenyl)cyclohexyl]acetate with ethyl [(3R)-3-(4-bromophenyl)cyclopentylidene]acetate, the title compound was obtained; MS m/e MH+ 410.

Sources & evidence

ORD record
ord-71abb45e57414977902083cd87627ec1
Source dataset
uspto-grants-2010_09
Patent number
US07795283B2

Reaction notes

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