Methanol → HCID 18416719, compound

HRID 2270419Notes

Reaction equation

HRID 2270419 reaction equation
C([O:3][C:4]([C:6]1([S:20]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][CH2:31][CH2:32][CH3:33])=[CH:25][CH:24]=2)(=[O:22])=[O:21])[CH2:11][CH2:10][N:9]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[CH2:8][CH2:7]1)=[O:5])C.CO.[OH-].[Na+]>C1COCC1>[CH2:30]([O:29][C:26]1[CH:25]=[CH:24][C:23]([S:20]([C:6]2([C:4]([OH:5])=[O:3])[CH2:11][CH2:10][N:9]([CH2:12][C:13]3[CH:14]=[CH:15][C:16]([CH3:19])=[CH:17][CH:18]=3)[CH2:8][CH2:7]2)(=[O:21])=[O:22])=[CH:28][CH:27]=1)[CH2:31][CH2:32][CH3:33]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 18416936HCID 18416936, compound

Product 1

HCID 18416719HCID 18416719, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-(4-Butoxy-benzenesulfonyl)-1-(4-methylbenzyl)-piperidine-4-carboxylic acid was prepared starting from 4-(4-Butoxy-benzenesulfonyl)-1-(4-methylbenzyl)-piperidine-4-carboxylic ethyl ester (10.0 g, 22 mmol) dissolved in THF:Methanol (50:50 ml) and 10 N NaOH (20 ml). The resulting reaction mixture was worked up as outlined in example 83. Yield 7.2 g (72%); off white solid, mp 244° C.; MS: 446.3 (M+H)+

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-fef41bb40ee74bfb9a2f3a3c2681b2f7
Source dataset
uspto-grants-2001_12
Patent number
US06331563B1

Reaction notes

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