4-(Trifluoromethyl)aniline → HCID 54390660, compound

HRID 363077Notes

Reaction equation

HRID 363077 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[CH2:13][CH2:14][CH2:15][O:16][C:17]1[C:22]([Cl:23])=[CH:21][C:20]([O:24][CH2:25][CH:26]=[C:27]([Cl:29])[Cl:28])=[CH:19][C:18]=1[Cl:30]>>[Cl:23][C:22]1[CH:21]=[C:20]([O:24][CH2:25][CH:26]=[C:27]([Cl:29])[Cl:28])[CH:19]=[C:18]([Cl:30])[C:17]=1[O:16][CH2:15][CH2:14][CH2:13][NH:7][C:6]1[CH:8]=[CH:9][C:3]([C:2]([F:10])([F:11])[F:1])=[CH:4][CH:5]=1

Participants

3

Reactant 2

HCID 99644-(Trifluoromethyl)anilineHCID 108840691-[4-(3,3-Dichloroprop-2-enyloxy)-2,6-dichlorophenoxy]-3-bromopropane

Product 1

HCID 54390660HCID 54390660, compoundYield 62%

Procedure

A mixture of 3.9 g of 4-(trifluoromethyl)aniline and 0.50 g of 1-(3-bromopropyloxy)-2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)benzene was stirred at 90° C. to 100° C. for 3 hours. After cooling to room temperature, the reaction mixture was subjected to silica gel chromatography, which afforded 0.37 g of 3,5-dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(3-(4-(trifluoromethyl)phenylamino)propyloxy)benzene (62% yield), nD23.5 1.5617.

Sources & evidence

ORD record
ord-4a3231d466b74f5a9dd1eb59983e7d45
Source dataset
uspto-grants-1999_02
Patent number
US05872137

Reaction notes

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