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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2215074Generated: October 25, 2026

Phosgene → Methyl 2-oxooxazolidine-4-carboxylate

https://huagongshe.com/reaction/2215074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
ReactantL-Serine, methyl ester, hydrochloride (1:1)HCID 2723730—
ReactantHCID 178454970HCID 178454970—
ProductMethyl 2-oxooxazolidine-4-carboxylateHCID 500251—

Reaction Steps

The preparation of 1-1 was carried out according to the literature procedure (see: Sibi, M. P. et al, J. Chem. Soc. Perkin Trans. 1 1994, 1675). Thus, 39.5 grams of serine methyl ester hydrochloride was reacted with phosgene (20% solution in toluene, 175 mL) to give 42 grams of desired product. 1H NMR (400 MHz, acetone-d6): δ 7.1 (br s, 1H, NH), 4.64–4.56 (m, 2H), 4.44 (dd, 1H), 3.77 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109223B2
Source datasetuspto-grants-2006_09
ORD IDord-3fdd557e92d0439d88e25cfc3b72aaf9
Source noteuspto-grants-2006_09