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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1020060Generated: October 27, 2026

Methanol → (R)-3-chlorocarbonyl-piperidine-1-carboxylic acid benzyl ester

https://huagongshe.com/reaction/1020060

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant1-(Phenylmethyl) (3R)-1,3-piperidinedicarboxylateHCID 736538—
Product(R)-3-chlorocarbonyl-piperidine-1-carboxylic acid benzyl esterHCID 7145254—

Reaction Steps

(R)-Piperidine-1,3-dicarboxylic acid 1-benzyl ester (XXVIII) (8.00 g, 30.4 mmol) was taken in neat oxalyl chloride (20 ml), 0.2 ml of DMF were added and the mixture was stirred at room temperature for 1 hour. The completion of reaction was monitored by TLC which showed the formation of a non-polar spot after treatment of a small amount with methanol. The reaction mixture was concentrated under reduced pressure to provide (R)-3-chlorocarbonyl-piperidine-1-carboxylic acid benzyl ester (XXIX) (8.33 g) which was directly used in the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716296B2
Source datasetuspto-grants-2014_05
ORD IDord-a0f67a526b71402a9589730ea5c62580
Source noteuspto-grants-2014_05