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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1406582Generated: October 30, 2026

1,1'-Carbonyldiimidazole → (4S,5R)-5-(4H-benzo[d][1,3]dioxin-7-yl)-4-methyloxazolidin-2-one

https://huagongshe.com/reaction/1406582

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 68577860HCID 68577860—
SolventTetrahydrofuranHCID 8028—
Product(4S,5R)-5-(4H-benzo[d][1,3]dioxin-7-yl)-4-methyloxazolidin-2-oneHCID 59272929—

Reaction Steps

A mixture of (1R,2S)-2-amino-1-(4H-benzo[d][1,3]dioxin-7-yl)propan-1-ol hydrochloride (I3b) (120 mg, 0.49 mmol), DIEA (0.100 mL, 0.59 mmol) and CDI (90 mg, 0.56 mmol) in THF (2 mL) was stirred at room temperature for 2 hours. The reaction mixture was concentrated by evaporation, the residual material was partitioned between EtOAc and water, the organic phase was washed with 10% NaHSO4, dried over MgSO4, filtered and evaporated. The crude product was analysed by LC/MS and was considered pure enough for further analysis by NMR. Yield 66 mg (57%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916600B2
Source datasetuspto-grants-2014_12
ORD IDord-c2899666cc094ade9dbaa357a9b448e3
Source noteuspto-grants-2014_12