4-(Trifluoromethyl)aniline → HCID 70911876, compound

HRID 918812Notes

Reaction equation

HRID 918812 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=1>>[CH3:8][O:7][C:5](=[O:6])[C:4]1[CH:9]=[CH:10][CH:11]=[C:2]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:20])([F:21])[F:22])=[CH:15][CH:14]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 99644-(Trifluoromethyl)anilineHCID 12070Methyl 3-bromobenzoate

Product 1

HCID 70911876HCID 70911876, compound

Procedure

Reaction of methyl 3-bromobenzoate with 4-aminobenzotrifluoride according to general procedure A provided methyl ester of Compound 7 as a white solid (86% yield). 1H NMR (CDCl3, 500 MHz): δ=7.82 (s, 1H), 7.71 (d, J=7.6 Hz, 1H), 7.50 (d, J=8.4 Hz, 2H), 7.40 (t, J=7.8 Hz, 1H), 7.33 (m, 1H), 7.08 (d, J=8.5 Hz, 2H), 6.11 (bs, 1H), 3.93 (s, 3H). 13C NMR (CDCl3, 125 MHz): δ=167.0, 146.3, 141.9, 131.8, 129.8, 127.0, 123.9, 120.5, 116.1, 52.5.

Sources & evidence

ORD record
ord-101e256fa83c4725a1835d9fd76c8208
Source dataset
uspto-grants-2016_03
Patent number
US09271961B2

Reaction notes

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