Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → 3-(2-Ethylamino-4-trifluoromethyl-phenyl)-acrylic acid methyl ester
Reaction equation
[CH2:1]([NH:3][C:4]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:5]=1[CH:6]=O)[CH3:2].C1(P(=[CH:35][C:36]([O:38][CH3:39])=[O:37])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[CH3:39][O:38][C:36](=[O:37])[CH:35]=[CH:6][C:5]1[CH:8]=[CH:9][C:10]([C:12]([F:15])([F:14])[F:13])=[CH:11][C:4]=1[NH:3][CH2:1][CH3:2]Participants
3
Procedure
2-Ethylamino-4-trifluoromethyl-benzaldehyde (22 mg) was reacted with methyl (triphenylphosphoranylidene)acetate (49 mg, 0.14 mmol) at 110° C. overnight as described above to yield 3-(2-ethylamino-4-trifluoromethyl-phenyl)-acrylic acid methyl ester. 3-(2-Ethylamino-4-trifluoromethyl-phenyl)-acrylic acid methyl ester was reacted with 1N LiOH (5 ml) as described above to yield the title compound (20.2 mg)
Sources & evidence
- ORD record
- ord-b66c80258021430d86dd8b3376b72a88
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08557872B2
Reaction notes
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