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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267093Generated: November 3, 2026

Ethyl Acetate → HCID 60209507, compound

https://huagongshe.com/reaction/1267093

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CyanideHCID 8929—
ReactantSodium CarbonateHCID 10340—
ReactantHCID 60209506HCID 60209506—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 60209507HCID 6020950798.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

Sodium cyanide (4.3 g, 87.4 mmol) was added to a solution of crude (2S,4R)-4-(3,4-dichlorobenzyl)-1-tert-butoxycarbonyl-2-(methanesulfonyloxymethyl)pyrrolidine (7.7 g, 17.5 mmol) in dry DMSO (120 mL) and the mixture was heated at 80° C. with stirring for 3.5 hrs. The reaction mixture was cooled and worked up between EtOAc and aqueous Na2CO3. Vacuum drying of the product afforded 6.34 g (17.2 mmol) of (2S,4R)-2-(cyanomethyl)-4-(3,4-dichloro-benzyl)-1-tert-butoxycarbonylpyrrolidine as an amber oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552028B2
Source datasetuspto-grants-2003_04
ORD IDord-1eadaafdc2fb478f819e6ae25aea7d33
Source noteuspto-grants-2003_04