(+-)-Cyclohexylphenylglycolic acid → N-Desethyloxybutynin

HRID 2302124Notes

Reaction equation

HRID 2302124 reaction equation
[CH:1]1([C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)([OH:11])[C:8]([OH:10])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:18]([NH:20][CH2:21][C:22]#[C:23][CH2:24]Cl)[CH3:19]>>[CH:12]1([C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)([OH:11])[C:8]([O:10][CH2:24][C:23]#[C:22][CH2:21][NH:20][CH2:18][CH3:19])=[O:9])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 97700(+-)-Cyclohexylphenylglycolic acidHCID 184595064-Ethylamino-2-butynyl chloride

Product 1

HCID 133577N-Desethyloxybutynin

Procedure

by standard esterification technique, reacting cyclohexylphenyl glycolic acid with 4-ethylamino-2-butynyl chloride to produce 4-ethylamino-2-butynyl cyclohexylphenyl-glycolate (DEO).

Sources & evidence

ORD record
ord-89277cc64fd14c4e9fd29ee6f4154367
Source dataset
uspto-grants-2002_08
Patent number
US06432446B1

Reaction notes

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