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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1489380Generated: November 3, 2026

Water → HCID 57165531, compound

https://huagongshe.com/reaction/1489380

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 56991135HCID 56991135—
SolventDichloromethaneHCID 6344—
ProductHCID 57165531HCID 57165531—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 8.0 g of (3S,5S)-5-hydroxymethyl-3-[(methoxycarbonyl)methyl]-2-pyrrolidinone and 4.95 ml of methanesulphonic acid chloride in 100 ml of methylene chloride, a solution of 9.0 ml of triethylamine in 15 ml of methylene chloride is added dropwise at 0° C. within 15 minutes. The mixture is stirred for one hour at 0° C. and for a further hour at ambient temperature. After the addition of 20 ml of water the organic phase is separated off and washed twice with water. The organic phase is dried over magnesium sulphate and evaporated under reduced pressure in vacuo. The crude product is chromatographed with ethyl acetate/methanol (15:1) over silica gel and the solid obtained is recrystallised from methyl tert.butylether/acetone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05677466
Source datasetuspto-grants-1997_10
ORD IDord-076b4580780549fa99bc9866ffeca01c
Source noteuspto-grants-1997_10