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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007577Generated: October 27, 2026

Sodium Chloride → N-benzyl-N-methyl-ethanolamine methanesulfonate

https://huagongshe.com/reaction/1007577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantSodium HydroxideHCID 14798—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantN-Benzyl-N-methylethanolamineHCID 66876—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductN-benzyl-N-methyl-ethanolamine methanesulfonateHCID 12135708—

Reaction Steps

N-Benzyl-N-methyl-ethanolamine (20.73 g), 61.94 g of toluene and 83.41 g of a 30% aqueous solution of NaOH were respectively weighed and placed in a 300-mL four-necked flask. While the mixture was stirred, the flask inside temperature was lowered to 6.8° C. Then, 31.68 g of methanesulfonyl chloride was added dropwise over 3 hours and 17 minutes at a flask inside temperature of 5 to 10° C. Water (33 mL) was added to dissolve the NaCl which had precipitated out in the aqueous phase, and the mixture was separated into the toluene phase and aqueous phase. A toluene solution of N-benzyl-N-methyl-ethanolamine methanesulfonate was thus obtained in a yield of 68.8 mole percent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794519B2
Source datasetuspto-grants-2004_09
ORD IDord-f648e45abd09432e99e1e59ccae4ce04
Source noteuspto-grants-2004_09