N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide → 4-Methyl-1-(4-(trifluoromethyl)phenyl)pentan-1-one

HRID 888661

Reaction equation

HRID 888661 reaction equation
CON(C)[C:4](=[O:15])[C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:6]=1.[CH3:17][CH:18]([CH3:23])[CH2:19][CH2:20][Mg]Br>C1COCC1>[CH3:17][CH:18]([CH3:23])[CH2:19][CH2:20][C:4]([C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:6]=1)=[O:15]

Participants

4

Reactant 2

HCID 14069348N-Methoxy-N-methyl-4-(trifluoromethyl)benzamideHCID 178418529HCID 178418529, compound

Product 1

HCID 469413964-Methyl-1-(4-(trifluoromethyl)phenyl)pentan-1-oneYield 77%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

With the similar conditions of Example 29, steps (a) and (c), reaction of N-Methoxy-N-methyl-4-trifluoromethyl-benzamide, compound 31 a, with 3-methyl-1-butyl magnesium bromide, compound 29a, in THF gave the title compound in 77% yield; Calcd MW 244.26. Found MH+ 245.2.

Sources & evidence

ORD record
ord-42b29be0db1342bfaf79a46419c91ce7
Source dataset
uspto-grants-2012_08
Patent number
US08247610B2

Linked notes

Loading…