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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1021413Generated: October 30, 2026

Ethyl Acetate → HCID 86653235, compound

https://huagongshe.com/reaction/1021413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl 4-(hydroxymethyl)phenethylcarbamateHCID 22337080—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 86653235HCID 86653235100%

Reaction Steps

A solution of tert-butyl 4-(hydroxymethyl)phenethylcarbamate (2.51 g, 9.99 mmol) and N,N-diisopropylethylamine (1.9 mL, 11 mmol) in tetrahydrofuran (50 mL) was stirred and cooled in an ice bath. Methanesulfonyl chloride (0.85 mL, 11 mmol) was added in several portions, and stirring was continued in the bath for 50 minutes. The reaction mixture was transferred to a separatory funnel containing ethyl acetate (200 mL) and brine (200 mL). The organic layer was dried over sodium sulfate and concentrated to afford 4-(2-(tert-butoxycarbonylamino)ethyl)benzyl methanesulfonate as a soft white solid. (3.29 g, 100% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716498B2
Source datasetuspto-grants-2014_05
ORD IDord-823f761d2a0240e2bedc17b8667767ac
Source noteuspto-grants-2014_05