3-Methylbenzeneethanol → 1-[4-Chloro-3-(2-m-tolyl-ethoxy)-benzoylamino]-cycloheptanecarboxylic acid

HRID 1918301Notes

Reaction equation

HRID 1918301 reaction equation
C[O:2][C:3]([C:5]1([NH:12][C:13](=[O:22])[C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([OH:21])[CH:15]=2)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:4].[C:23]1([CH3:32])[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29][CH2:30]O)[CH:24]=1>>[Cl:20][C:17]1[CH:18]=[CH:19][C:14]([C:13]([NH:12][C:5]2([C:3]([OH:2])=[O:4])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]2)=[O:22])=[CH:15][C:16]=1[O:21][CH2:30][CH2:29][C:25]1[CH:24]=[C:23]([CH3:32])[CH:28]=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 746483-MethylbenzeneethanolHCID 671703841-(4-Chloro-3-hydroxy-benzoylamino)-cycloheptanecarboxylic acid methyl ester

Product 1

HCID 671700641-[4-Chloro-3-(2-m-tolyl-ethoxy)-benzoylamino]-cycloheptanecarboxylic acid

Procedure

The compound of step 3 was etherified with 2-m-tolylethanol in analogy to step 1 of example 1, and the intermediate was hydrolyzed in analogy to step 4 of example 1 to yield the title compound.

Sources & evidence

ORD record
ord-fd847b3ab8994654a6fd8052ac915c6c
Source dataset
uspto-grants-2013_12
Patent number
US08618304B2

Reaction notes

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