p-(Difluoromethoxy)benzaldehyde → 2-(Trifluoromethyl)-4'-(difluoromethoxy)benzhydrol

HRID 1785719Notes

Reaction equation

HRID 1785719 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[Mg]Br.[F:13][CH:14]([F:24])[O:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=1.FC(F)(F)C1C=C(Cl)C=CC=1C(O)C1C=CC=CC=1>>[F:1][C:2]([F:12])([F:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:20]([OH:21])[C:19]1[CH:22]=[CH:23][C:16]([O:15][CH:14]([F:13])[F:24])=[CH:17][CH:18]=1

Participants

4

Reactant 3

HCID 2736986p-(Difluoromethoxy)benzaldehydeHCID 68907806(4-Chloro-2-(trifluoromethyl)phenyl)(phenyl)methanolHCID 178506141HCID 178506141, compound

Product 1

HCID 689024852-(Trifluoromethyl)-4'-(difluoromethoxy)benzhydrolYield 64%

Procedure

This material was prepared from 2-(trifluoromethyl)phenylmagnesium bromide (16 mmol) and 4-(difluoromethoxy)benzaldehyde (2.09 mL, 15 mmol) using the procedure described for compound (96). The product was obtained as an amber gum (3.05 g, 64%).

Sources & evidence

ORD record
ord-6218bdcc60e6473797af67e748ba2783
Source dataset
uspto-grants-2009_03
Patent number
US07504522B2

Reaction notes

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