Dimethylformamide → 4-Benzyloxy-2-(trifluoromethyl)benzaldehyde

HRID 1394737Notes

Reaction equation

HRID 1394737 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:4][C:3]=1[C:16]([F:19])([F:18])[F:17].[Li]CCCC.CN(C)[CH:27]=[O:28]>O1CCCC1>[CH2:9]([O:8][C:5]1[CH:6]=[CH:7][C:2]([CH:27]=[O:28])=[C:3]([C:16]([F:19])([F:18])[F:17])[CH:4]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 222738644-(Benzyloxy)-1-bromo-2-(trifluoromethyl)benzeneHCID 178418339Butyllithium

Product 1

HCID 222738854-Benzyloxy-2-(trifluoromethyl)benzaldehyde

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In analogy to the procedure described in example 8 c], 1-bromo-2-trifluoromethyl-4-(phenylmethoxy)-benzene was treated with n-BuLi and N,N-dimethylformamide in dry tetrahydrofuran to yield 4-benzyloxy-2-trifluoromethyl-benzaldehyde as colorless liquid.

Sources & evidence

ORD record
ord-4fec9ded67af43b6adb7ed2ffd35d9cd
Source dataset
uspto-grants-2008_03
Patent number
US07348349B2

Reaction notes

Loading…