Lithium hydroxide, monohydrate → Lithium 1-(2-chloro-benzenesulfonyl)-piperidine-3-carboxylate

HRID 220206Notes

Reaction equation

HRID 220206 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][CH2:9][N:8]([S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])(=[O:14])=[O:13])[CH2:7]1)=[O:5])C.O[Li:23].O>C1COCC1.CO.O>[Cl:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[S:12]([N:8]1[CH2:9][CH2:10][CH2:11][CH:6]([C:4]([O-:5])=[O:3])[CH2:7]1)(=[O:13])=[O:14].[Li+:23]

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 38620101-(2-Chloro-benzenesulfonyl)-piperidine-3-carboxylic acid ethyl ester

Product 1

HCID 67131265Lithium 1-(2-chloro-benzenesulfonyl)-piperidine-3-carboxylate

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

To a solution of 5.7 g 1-(2-chloro-benzenesulfonyl)-piperdine-3-carboxylic acid ethyl ester (17 mmol) in 30 mL THF: methanol: water (2:1:1) was added 1.08 g LiOH.H2O (25.7 mmol). The mixture was stirred at room temperature for 5-6 h and all volatiles were evaporated to dryness. The compound was used in the consecutive step without further purification.

Workup

  1. customall volatiles were evaporated to dryness
  2. customThe compound was used in the consecutive step without further purification

Sources & evidence

ORD record
ord-451a63a2c58144919bdae4ecfb673cf6
Source dataset
uspto-grants-2012_06
Patent number
US08202888B2

Reaction notes

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