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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696007Generated: October 30, 2026

Ethanol → HCID 77231187, compound

https://huagongshe.com/reaction/1696007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 67268470HCID 67268470—
ProductHCID 77231187HCID 7723118761.4%

Reaction Conditions

Temperature20 °C

Reaction Steps

A round-bottomed flask equipped with a magnetic stirrer was added (2S,3R)-4-benzyl-2-methyl-5-oxomorpholine-3-carboxylic acid (1 g, 4.01 mmol), EtOH (20 ml), thionyl chloride (1.155 ml, 16.05 mmol). The reaction was stirred at 20° C. for 72 hours. Concentrate in vacuo to afford a crude oil. The oil was purified by silica gel column chromatography (eluting with 20% EtOAc in Hexanes using the Moritex SI-60 size 60—half column). The resultant fractions were collected and concentrated in-vacuo to afford (2S,3R)-ethyl 4-benzyl-2-methyl-5-oxomorpholine-3-carboxylate (683 mg, 2.46 mmol, 61.4% yield) as a white solid. MS [M+H] found 278.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163755B2
Source datasetuspto-grants-2012_04
ORD IDord-cdeecfc4e8e3461c852dcbb4a2047e12
Source noteuspto-grants-2012_04