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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56661Generated: October 31, 2026

Methanesulfonyl chloride → Ethyl 3-cyclopropyl-2-[(methylsulphonyl)oxy]propanoate

https://huagongshe.com/reaction/56661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 3-cyclopropyl-2-hydroxy-propanoateHCID 116489250—
SolventDichloromethaneHCID 6344—
ProductEthyl 3-cyclopropyl-2-[(methylsulphonyl)oxy]propanoateHCID 117605475—

Reaction Steps

At RT, 2 ml (11.5 mmol, 2.4 eq.) of N-ethyl-N-(propan-2-yl)propan-2-amine were added to a solution of 1.9 g (purity 40%, 4.8 mmol) of ethyl 3-cyclopropyl-2-hydroxypropanoate (racemate) in 100 ml of dichloromethane, followed by the quick addition, at 0° C., of 0.45 ml (5.8 mmol, 1.2 eq.) of methanesulphonyl chloride. The reaction mixture was stirred at RT for 2 h and then quenched with ice. After phase separation, the organic phase was washed with three times with water and once with saturated sodium chloride solution. The combined organic phases were dried (sodium sulphate), filtered and concentrated under reduced pressure. The crude product was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434690B2
Source datasetuspto-grants-2016_09
ORD IDord-3c4f11256fac413fa571551a72db8806
Source noteuspto-grants-2016_09