2-(Trifluoromethyl)aniline → HCID 178471912, compound

HRID 1677121Notes

Reaction equation

HRID 1677121 reaction equation
[C:1]([C:9](=[CH:15]OCC)[C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:19][C:20]([F:29])([F:28])[C:21]1[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=1[NH2:23]>C1(C)C=CC=CC=1>[C:1]([C:9](=[CH:15][NH:23][C:22]1[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=1[C:20]([F:19])([F:28])[F:29])[C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 69222-(Trifluoromethyl)anilineHCID 98006Ethyl 2-benzoyl-3-ethoxyacrylate

Product 1

HCID 178471912HCID 178471912, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of ethyl 2-benzoyl-3-ethoxyacrylate (3.70 g, 14.9 mmol) in toluene (14.9 mL), 2-trifluoromethylaniline (2.06 mL, 16.4 mmol) was added. After irradiated at 150° C. for 1 hour using a microwave (Biotage® initiator), the reaction solution was concentrated in vacuo. The title compound (5.41 g, yield 99%) was obtained as a cis/trans mixture (1:1) as an orange oil.

Workup

  1. customAfter irradiated at 150° C. for 1 hour
  2. concentrationthe reaction solution was concentrated in vacuo

Sources & evidence

ORD record
ord-e5faa90c8e20496d9d576ac79a02f18b
Source dataset
uspto-grants-2011_08
Patent number
US08008306B2

Reaction notes

Loading…