Lithium Hydroxide → 1-Benzoyl-4-(4-but-2-ynyloxybenzenesulfonyl)piperidine-4-carboxylic acid

HRID 278349Notes

Reaction equation

HRID 278349 reaction equation
C[O:2][C:3]([C:5]1([S:19]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH2:29][C:30]#[C:31][CH3:32])=[CH:24][CH:23]=2)(=[O:21])=[O:20])[CH2:10][CH2:9][N:8]([C:11](=[O:18])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)=[O:4].[OH-].[Li+]>>[C:11]([N:8]1[CH2:7][CH2:6][C:5]([S:19]([C:22]2[CH:23]=[CH:24][C:25]([O:28][CH2:29][C:30]#[C:31][CH3:32])=[CH:26][CH:27]=2)(=[O:21])=[O:20])([C:3]([OH:4])=[O:2])[CH2:10][CH2:9]1)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 544443811-Benzoyl-4-(4-but-2-ynyloxybenzenesulfonyl)piperidine-4-carboxylic Acid Methyl Ester

Product 1

HCID 235138151-Benzoyl-4-(4-but-2-ynyloxybenzenesulfonyl)piperidine-4-carboxylic acid

Procedure

1-Benzoyl-4-(4-but-2-ynyloxybenzenesulfonyl)piperidine-4-carboxylic acid was prepared, starting from 1-benzoyl-4-(4-but-2-ynyloxybenzenesulfonyl)piperidine-4-carboxylic acid methyl ester (300 mg, 0.66 mmol) and lithium hydroxide (18 mg, 0.75 mmol). The resulting reaction mixture was worked up as outlined in Example 64, (step 5). Yield: 250 mg (86%) of the acid. HR-MS: m/z Calculated for C23H23NO6S 442.1319; Found 442.1317.

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-939c84331b3e445185b4118b39aa8d33
Source dataset
uspto-grants-2002_03
Patent number
US06358980B1

Reaction notes

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