Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → 3-(2-Butoxy-4-trifluoromethyl-phenyl)-acrylic acid methyl ester

HRID 1042489Notes

Reaction equation

HRID 1042489 reaction equation
[CH2:1]([O:5][C:6]1[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[CH:10][C:7]=1[CH:8]=O)[CH2:2][CH2:3][CH3:4].C1(P(=[CH:37][C:38]([O:40][CH3:41])=[O:39])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>CCOC(C)=O>[CH3:41][O:40][C:38](=[O:39])[CH:37]=[CH:8][C:7]1[CH:10]=[CH:11][C:12]([C:14]([F:17])([F:16])[F:15])=[CH:13][C:6]=1[O:5][CH2:1][CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 866499682-Butoxy-4-trifluoromethyl-benzaldehyde

Product 1

HCID 668557193-(2-Butoxy-4-trifluoromethyl-phenyl)-acrylic acid methyl esterYield 90%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2-Butoxy-4-trifluoromethyl-benzaldehyde (420 mg) was reacted with methyl (triphenylphosphoranylidene)acetate (679 mg) at 110° C. overnight as described above to yield title compound (464 mg) after column chromatography (Hex/EtOAc=20/1).

Sources & evidence

ORD record
ord-b8ab6c144cec439c9035284484b64a71
Source dataset
uspto-grants-2013_10
Patent number
US08557872B2

Reaction notes

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