Methanol → HCID 18416823, compound

HRID 2270418Notes

Reaction equation

HRID 2270418 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[CH:8]([S:20]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]3[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=3)=[CH:25][CH:24]=2)(=[O:22])=[O:21])[CH2:7]1)=[O:5])C.CO.[OH-].[Na+]>C1COCC1>[Cl:37][C:34]1[CH:33]=[CH:32][C:31]([CH2:30][O:29][C:26]2[CH:25]=[CH:24][C:23]([S:20]([CH:8]3[CH2:7][CH:6]([C:4]([OH:5])=[O:3])[CH2:11][CH2:10][N:9]3[CH2:12][C:13]3[CH:14]=[CH:15][C:16]([CH3:19])=[CH:17][CH:18]=3)(=[O:22])=[O:21])=[CH:28][CH:27]=2)=[CH:36][CH:35]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 70113395HCID 70113395, compound

Product 1

HCID 18416823HCID 18416823, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

[4-(4-Chloro-benzyloxy)-benzenesulfonyl]-1-(4-methylbenzyl)-piperidine-4-carboxylic acid was prepared starting from [4-(4-Chloro-benzyloxy)-benzenesulfonyl]-1-(4-methylbenzyl)-piperidine-4-carboxylic acid ethyl ester (7.9 g, 124 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 4.6g (61%); off white solid, mp 204° C.; MS: 514.2 (M+H)+

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-a19ba8c84e7b4f729f1336147b1064e0
Source dataset
uspto-grants-2001_12
Patent number
US06331563B1

Reaction notes

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