4-(4-chlorophenoxy)-3-(trifluoromethyl)aniline → HCID 20393476, compound

HRID 1862794Notes

Reaction equation

HRID 1862794 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][C:8]=2[C:14]([F:17])([F:16])[F:15])=[CH:4][CH:3]=1.[CH3:20][C:21]1([C:24](Cl)=[O:25])[CH2:23][CH2:22]1>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[CH:13]=[CH:12][C:10]([NH:11][C:24]([C:21]3([CH3:20])[CH2:23][CH2:22]3)=[O:25])=[CH:9][C:8]=2[C:14]([F:15])([F:16])[F:17])=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 7260924-(4-chlorophenoxy)-3-(trifluoromethyl)anilineHCID 127899391-Methylcyclopropane-1-carbonyl chloride

Product 1

HCID 20393476HCID 20393476, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To a stirred solution of 5.75 g (0.02 mole) of the amine prepared under (b) above in 40 ml of tetrahydrofuran was added dropwise 2.4 g (0.02 mole) of 1-methylcyclopropylcarboxylic chloride. The mixture was stirred and heated at 60° C. for 0.5 hour, poured into ice water and filtered. The filter cake was recrystallized from ether-hexane (1:3) to give 6.5 g (88%) of product, m.p. 115°-117° C.

Workup

  1. filtrationfiltered
  2. customThe filter cake was recrystallized from ether-hexane (1:3)

Sources & evidence

ORD record
ord-3f2cc968a4bc466f83944506b6b279ba
Source dataset
uspto-grants-1979_09
Patent number
US04166735

Reaction notes

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