Dimedone → 5,5-Dimethyl-3-{[3-(trifluoromethyl)phenyl]amino}cyclohex-2-en-1-one

HRID 517177Notes

Reaction equation

HRID 517177 reaction equation
CC1(C)C(=O)C=C([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)CC1.[CH3:21][C:22]1([CH3:30])[CH2:27][C:26](=O)[CH2:25][C:24](=[O:29])[CH2:23]1>>[CH3:30][C:22]1([CH3:21])[CH2:23][C:24](=[O:29])[CH:25]=[C:26]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:17])([F:18])[F:19])[CH:11]=2)[CH2:27]1

Participants

3

Reactant 2

HCID 31358DimedoneHCID 867322966,6-Dimethyl-3-(3-(trifluoromethyl)phenylamino)cyclohex-2-enone2×

Product 1

HCID 6147225,5-Dimethyl-3-{[3-(trifluoromethyl)phenyl]amino}cyclohex-2-en-1-one

Procedure

The title compound is prepared in analogy to 6,6-dimethyl-3-(3-(trifluoromethyl)phenyl-amino)cyclohex-2-enone (intermediate 6), using 5,5-dimethylcyclohexane-1,3-dione (1.13 g, 8.04 mmol) as starting material. Yield: 1.73 g, ESI mass spectrum [M+H]+=284, Retention time HPLC: 1.18 min (Z005—001).

Workup

  1. custom1.18 min (Z005—001)

Sources & evidence

ORD record
ord-ce18b6168b214f03bf686cd715640606
Source dataset
uspto-grants-2015_08
Patent number
US09115093B2

Reaction notes

Loading…