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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 458376Generated: October 29, 2026

Methanesulfonyl chloride → HCID 69427827, compound

https://huagongshe.com/reaction/458376

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 13413095HCID 13413095—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 69427827HCID 6942782793.1%

Reaction Steps

6-ring: To rac-cis-Piperidine-2,5-dicarboxylic acid dimethyl ester [Frank J., J. Heterocyclic Chem. 32, 857–861 (1995)] (36.2 g) dissolved in dichloromethane (720 ml) were added 4-dimethylaminopyridine (33.0 g) and, dropwise, methanesulphonyl chloride (28.6 g) within 10 minutes and room temperature. The temperature rose to 35° C. The reaction mixture was stirred 1 h at room temperature, washed with 2 molar HCl, sodium carbonate-solution and brine, dried over magnesium sulphate and concentrated to dryness to obtain (2RS,5RS)-1-methanesulfonyl-piperidine-2,5-dicarboxylic acid dimethyl ester (46.8 g) as a syrup, MS: 220 (M+-59).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07189756B2
Source datasetuspto-grants-2007_03
ORD IDord-643f0ab3a3084835b7186652eb305ee3
Source noteuspto-grants-2007_03