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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1186019Generated: October 31, 2026

Sodium Carbonate → 61350-60-5

https://huagongshe.com/reaction/1186019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantThionyl ChlorideHCID 24386—
ReactantBenzyloxycarbonyl-L-prolineHCID 101987—
ReactantHCID 71245465HCID 71245465—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product61350-60-5HCID 11032854—

Reaction Steps

To a stirred solution of compound 6 (1 g, 2.76 mmol) and Na2CO3 (732 mg, 6.90 mmol) in CH2Cl2:H2O (20 mL, 1:1) was added a solution of acid chloride [To a solution of (S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (825 mg, 3.31 mmol) in CH2Cl2 (20 mL) was added SOCl2 (0.60 mL) drop wise at 0° C. and was refluxed for 2 h. The volatiles were removed under reduced pressure to yield (S)-benzyl 2-(chlorocarbonyl)pyrrolidine-1-carboxylate] in CH2Cl2 and the reaction mixture was stirred at RT for 2 h. The volatiles were evaporated under reduced pressure. The residue was diluted with CH2Cl2 (100 mL), filtered and the filtrate was concentrated under vacuum. The crude residue was purified by column chromatography using 60% EtOAc/Hexane as eluent to afford compound 7 (750 mg, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673843B2
Source datasetuspto-grants-2014_03
ORD IDord-32a68b0f1f454106b8768d0247554275
Source noteuspto-grants-2014_03