Methyl 3-chloro-4-hydroxyphenylacetate → (3-Chloro-4-((4-isobutylbenzyl)oxy)phenyl)acetic acid

HRID 27604Notes

Reaction equation

HRID 27604 reaction equation
[CH2:1]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9]Cl)=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].[Cl:13][C:14]1[CH:15]=[C:16]([CH2:21][C:22]([O:24]C)=[O:23])[CH:17]=[CH:18][C:19]=1[OH:20]>CO.O>[Cl:13][C:14]1[CH:15]=[C:16]([CH2:21][C:22]([OH:24])=[O:23])[CH:17]=[CH:18][C:19]=1[O:20][CH2:9][C:8]1[CH:11]=[CH:12][C:5]([CH2:1][CH:2]([CH3:4])[CH3:3])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 92625Methyl 3-chloro-4-hydroxyphenylacetateHCID 1812891-(Chloromethyl)-4-(2-methylpropyl)benzene

Product 1

HCID 3248707(3-Chloro-4-((4-isobutylbenzyl)oxy)phenyl)acetic acid

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

3-chloro-4-(4'-isobutylbenzyloxy) phenylacetic acid was prepared in accordance with the procedure designated (f) above by reacting 4-isobutylbenzyl chloride and methyl 3-chloro-4-hydroxyphenylacetate. The resultant product evidenced a melting point of 97°-99° C. (methanol-water 4:1), the yield being 61%.

Sources & evidence

ORD record
ord-471735454f1e4fe78614209bad414c09
Source dataset
uspto-grants-1980_09
Patent number
US04221919

Reaction notes

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