Ammonium Hydroxide → 1-(2-Amino-3-trifluoromethyl-phenyl)-3-phenyl-propan-1-one

HRID 643338Notes

Reaction equation

F[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12](=[O:21])[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[OH-].[NH4+:23]>COCCOC>[NH2:23][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12](=[O:21])[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

Conditions

Temperature: 0 °C

Procedure

A solution of 1-(2-fluoro-3-trifluoromethyl-phenyl)-3-phenyl-propan-1-one (4.8 g, 16.2 mmol) and ammonium hydroxide (150 ml of 30% solution) in DME (50 ml) was heated to 140° C. in a steel pressure reactor. After 3 hr, the reaction was cooled to 0° C., the steel pressure reactor was opened and the reaction was partitioned between water and EtOAc. The organic layer was dried (MgSO4) and concentrated to give 1-(2-amino-3-trifluoromethyl-phenyl)-3-phenyl-propan-1-one as a yellow oil (4.3 g). MS (ES) m/z 293.9.

Workup

customthe reaction was partitioned between water and EtOAc
dry with materialThe organic layer was dried (MgSO4)
concentrationconcentrated

Sources & evidence

ORD record: ord-29ec126dbcdc41e690122267cd5ba93f
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700595B2

Reaction notes

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