4-(Trifluoromethyl)aniline → HCID 85797500, compound

HRID 2275818Notes

Reaction equation

HRID 2275818 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.[Br:12][CH2:13][CH2:14][C:15](OC)=[O:16]>>[Br:12][CH2:13][CH2:14][C:15]([NH:7][C:6]1[CH:8]=[CH:9][C:3]([C:2]([F:10])([F:11])[F:1])=[CH:4][CH:5]=1)=[O:16]

Participants

3

Reactant 2

HCID 99644-(Trifluoromethyl)anilineHCID 76934Methyl 3-bromopropanoate

Product 1

HCID 85797500HCID 85797500, compound

Procedure

22.3 ml of 4-(trifluoromethyl)aniline (29 g, 179.6 mmol, 1 equivalent) were reacted with 19.6 ml (30 g, 179.6 mmol, 1 equivalent) of methyl 3-bromopropanoate and worked up analogously to Example 152A. The crude product obtained was then purified on a silica gel column (mobile phase: dichloromethane). This gave 20.3 g (37% of theory) of the title compound.

Sources & evidence

ORD record
ord-11c761aafb584c338616ca8f870655a1
Source dataset
uspto-grants-2015_09
Patent number
US09126998B2

Reaction notes

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