[2-(Dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)phenyl]methanol → Allyl (4'-{[2-(dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)benzyl]oxy}-3'-fluoro-1,1'-biphenyl-4-yl)acetate

HRID 2076602Notes

Reaction equation

HRID 2076602 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][C:16]([O:18][CH2:19][CH:20]=[CH2:21])=[O:17])=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[OH:8].[CH3:22][O:23][CH:24]([O:41][CH3:42])[C:25]1[C:30]([O:31][CH2:32][O:33][CH3:34])=[C:29]([C:35]([F:38])([F:37])[F:36])[CH:28]=[CH:27][C:26]=1[CH2:39]O>>[CH3:42][O:41][CH:24]([O:23][CH3:22])[C:25]1[C:30]([O:31][CH2:32][O:33][CH3:34])=[C:29]([C:35]([F:38])([F:37])[F:36])[CH:28]=[CH:27][C:26]=1[CH2:39][O:8][C:7]1[CH:6]=[CH:5][C:4]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][C:16]([O:18][CH2:19][CH:20]=[CH2:21])=[O:17])=[CH:11][CH:10]=2)=[CH:3][C:2]=1[F:1]

Participants

3

Reactant 2

HCID 67119352[2-(Dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)phenyl]methanolHCID 86241445Allyl (3'-fluoro-4'-hydroxy-1,1'-biphenyl-4-yl)acetate

Product 1

HCID 86617401Allyl (4'-{[2-(dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)benzyl]oxy}-3'-fluoro-1,1'-biphenyl-4-yl)acetateYield 93%

Procedure

According to a method similar to Example (6-7), from allyl (3′-fluoro-4′-hydroxy-1,1′-biphenyl-4-yl)acetate (300 mg, 1.05 mmol) obtained in Example (12-2) and [2-(dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)phenyl]methanol (500 mg, 1.61 mmol) obtained in Example (6-6), allyl (4′-{[2-(dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)benzyl]oxy}-3′-fluoro-1,1′-biphenyl-4-yl)acetate was obtained (618 mg, yield: 93%).

Sources & evidence

ORD record
ord-03b8e336b3c84d668d3edee9f6181c19
Source dataset
uspto-grants-2011_04
Patent number
US07923573B2

Reaction notes

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