4-Chloro-3-(trifluoromethyl)phenol → Benzoic acid, 4-[4-chloro-3-(trifluoromethyl)phenoxy]-2-(methoxymethyl)-, methyl ester

HRID 2359307Notes

Reaction equation

HRID 2359307 reaction equation
F[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([CH2:12][O:13][CH3:14])[CH:3]=1.[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][C:17]=1[C:23]([F:26])([F:25])[F:24]>>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][C:2]2[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([CH2:12][O:13][CH3:14])[CH:3]=2)=[CH:18][C:17]=1[C:23]([F:24])([F:25])[F:26]

Participants

3

Reactant 2

HCID 805204-Chloro-3-(trifluoromethyl)phenolHCID 21075354HCID 21075354, compound

Product 1

HCID 58046348Benzoic acid, 4-[4-chloro-3-(trifluoromethyl)phenoxy]-2-(methoxymethyl)-, methyl esterYield 33%

Procedure

Prepared according to Preparation 1 using methyl 4-fluoro-2-(methoxymethyl)benzoate (Preparation 35) and 4-chloro-3-(trifluoromethyl)phenol at 120° C. for 48 hours. The title compound was isolated after purification using silica gel column chromatography eluting with 0-10% EtOAc in heptane as a colourless oil (0.140 g, 0.000374, 33% yield).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-1ca34a1c544b4f57a5b52d510976c97b
Source dataset
uspto-grants-2014_04
Patent number
US08685977B2

Reaction notes

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