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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1480457Generated: November 1, 2026

Sodium Bicarbonate → 3,5-Dichlorobenzyl 3-((tert-butoxycarbonyl)amino)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/1480457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactanttert-butyl N-(pyrrolidin-3-yl)carbamateHCID 2757234—
Reactant3,5-Dichlorobenzyl ChloroformateHCID 13305532—
SolventDichloromethaneHCID 6344—
Product3,5-Dichlorobenzyl 3-((tert-butoxycarbonyl)amino)pyrrolidine-1-carboxylateHCID 86722683—

Reaction Steps

A mixture comprising of 3-(boc-amino)pyrrolidine (1 g, 5.37 mmol) and saturated sodium bicarbonate (9 mL, 5.37 mmol) in DCM (17.90 mL) was stirred at room temperature for 5 minutes. The resulting mixture was treated with 3,5-dichlorobenzyl carbonochloridate (1.286 g, 5.37 mmol) and stirred at room temperature for one hour. The reaction mixture was concentrated under reduced pressure, diluted with water and extracted with DCM. The organic portion was separated and dried over MgSO4, filtered and concentrated under reduced pressure to afford the title compound;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409895B2
Source datasetuspto-grants-2016_08
ORD IDord-02d8b1e9b91241409722871634c552dc
Source noteuspto-grants-2016_08