Methyl (2'-fluoro-4'-hydroxy-1,1'-biphenyl-4-yl)acetate → Methyl (4'-{[2-(dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)benzyl]oxy}-2'-fluoro-1,1'-biphenyl-4-yl)acetate

HRID 2076610Notes

Reaction equation

HRID 2076610 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]([O:18][CH3:19])=[O:17])=[CH:11][CH:10]=1.[CH3:20][O:21][CH:22]([O:39][CH3:40])[C:23]1[C:28]([O:29][CH2:30][O:31][CH3:32])=[C:27]([C:33]([F:36])([F:35])[F:34])[CH:26]=[CH:25][C:24]=1[CH2:37]O>>[CH3:40][O:39][CH:22]([O:21][CH3:20])[C:23]1[C:28]([O:29][CH2:30][O:31][CH3:32])=[C:27]([C:33]([F:36])([F:35])[F:34])[CH:26]=[CH:25][C:24]=1[CH2:37][O:8][C:6]1[CH:5]=[CH:4][C:3]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][C:16]([O:18][CH3:19])=[O:17])=[CH:11][CH:10]=2)=[C:2]([F:1])[CH:7]=1

Participants

3

Reactant 2

HCID 57992143Methyl (2'-fluoro-4'-hydroxy-1,1'-biphenyl-4-yl)acetateHCID 67119352[2-(Dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)phenyl]methanol

Product 1

HCID 86617405Methyl (4'-{[2-(dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)benzyl]oxy}-2'-fluoro-1,1'-biphenyl-4-yl)acetateYield 92%

Procedure

According to a method similar to Example (6-7), from methyl (2′-fluoro-4′-hydroxy-1,1′-biphenyl-4-yl)acetate (1.02 g, 3.94 mmol) obtained in Example (14-1) and [2-(dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)phenyl]methanol (1.71 g, 5.52 mmol) obtained in Example (6-6), methyl (4′-{[2-(dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)benzyl]oxy}-2′-fluoro-1,1′-biphenyl-4-yl)acetate was obtained (2.01 g, yield: 92%).

Sources & evidence

ORD record
ord-83442060a5a7425584894364dcf1bd8f
Source dataset
uspto-grants-2011_04
Patent number
US07923573B2

Reaction notes

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