3-(3'-Hydroxyphenyl)propionic acid → 3-(3-(4-Chloro-3-(trifluoromethoxy)benzyloxy)phenyl)-propanoic acid

HRID 1662345Notes

Reaction equation

HRID 1662345 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])[CH:5]=[CH:6][CH:7]=1.Br[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([O:22][C:23]([F:26])([F:25])[F:24])[CH:16]=1>>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([CH2:14][O:1][C:2]2[CH:3]=[C:4]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])[CH:5]=[CH:6][CH:7]=2)=[CH:16][C:17]=1[O:22][C:23]([F:24])([F:26])[F:25]

Participants

3

Reactant 2

HCID 913-(3'-Hydroxyphenyl)propionic acidHCID 177506974-Chloro-3-(trifluoromethoxy)benzyl bromide

Product 1

HCID 577060113-(3-(4-Chloro-3-(trifluoromethoxy)benzyloxy)phenyl)-propanoic acid

Procedure

Compound 37.3 was synthesized using the alkylation and hydrolysis procedure of Example 13 above using compounds 37.1 and 37.2. 3-(3-Hydroxyphenyl)propanoic acid is available from Alfa Aesar Avocado, and Lancaster). 4-(Bromomethyl)-1-chloro-2-(trifluoromethoxy)benzene is available from Alfa Aesar, Lancaster, and Avocado. MS ESI (neg.) m/e: 373 (M−H).

Workup

  1. customthe alkylation and hydrolysis procedure of Example 13

Sources & evidence

ORD record
ord-c6765633e95b440293be8f46c3b477f5
Source dataset
uspto-grants-2011_10
Patent number
US08030354B2

Reaction notes

Loading…