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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69498Generated: October 29, 2026

Water → 1,1-Dimethylethyl N-[3-methyl-1-(phenylmethyl)-3-pyrrolidinyl]carbamate

https://huagongshe.com/reaction/69498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactanttert-ButanolHCID 6386—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant1-Benzyl-3-methylpyrrolidine-3-carboxylic acidHCID 3684057—
Product1,1-Dimethylethyl N-[3-methyl-1-(phenylmethyl)-3-pyrrolidinyl]carbamateHCID 10493734—

Reaction Steps

A solution of 1-benzyl-3-methyl-pyrrolidine-3-carboxylic acid (500 mg), triethylamine (231 mg) and diphenylphosphoryl azide (640 mg) in tert-butanol (15 mL) was stirred at 95° C. for 4 h. After adding water it was extracted with dichloromethane, dried over magnesium sulfate and concentrated. The residue was chromatographed on silica gel. In this way the product was obtained with molecular weight 290.41 (C17H26N2O2); MS (ESI): 291 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822495B2
Source datasetuspto-grants-2014_09
ORD IDord-b7b576ecc6d64312ac4a75c1fbd3111d
Source noteuspto-grants-2014_09