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

HRID 2362776Notes

Reaction equation

HRID 2362776 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)-piperidine-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-79f7c542e757489bbeaf0e7b8d53ac26
Source dataset
uspto-grants-2014_04
Patent number
US08691846B2

Reaction notes

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