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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1970086Generated: November 1, 2026

Oxalyl chloride → HCID 11369167, compound

https://huagongshe.com/reaction/1970086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant1-benzyl hydrogen (R)-pyrrolidine-1,2-dicarboxylateHCID 111208—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
ProductHCID 11369167HCID 11369167—

Reaction Conditions

Temperature22.5 °C

Reaction Steps

A mixture composed of 40 mL of toluene and 40 mL of oxalyl chloride was added—in 30 minutes at room temperature—to a solution of 100 g of 1-[(benzyloxy)carbonyl]-D-proline in 200 mL of toluene and 0.5 mL of DMF. After stirring for 2 hours at 20-25° C. the HPLC showed complete conversion and the reaction mixture was concentrated with oil at about 40° C. under vacuum, redissolved to toluene and reconcentrated obtaining 122.1 g of residue. At 20-25° C. the residue was dissolved in 100.00 mL of THF and this solution was used in example 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426612B2
Source datasetuspto-grants-2013_04
ORD IDord-f34a2f8a732a4a72b8204b02fa4d8f4f
Source noteuspto-grants-2013_04