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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175745Generated: October 30, 2026

Triethylamine → HCID 12025112, compound

https://huagongshe.com/reaction/2175745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantAzetidineHCID 10422—
ReactantPhenyl chloroformateHCID 15891—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 12025112HCID 1202511272.4%

Reaction Conditions

Temperature27.5 °C

Reaction Steps

To a stirred solution of azetidine (2 g, 35.08 mmol) in DCM (25 mL) were added triethylamine (14.4 mL, 105.24 mmol), followed by phenyl chloroformate (5.5 mL, 42.10 mmol) at 0° C. and the reaction mixture was allowed to stir at 20-35° C. for 16 h. Then the reaction mixture was diluted with water (30 mL) and extracted with DCM (2×50 mL). The organic layer was washed with brine (30 mL), dried over anhydrous Na2SO4 and filtered. The filtrate was rotary evaporated under vacuum to get residue which was purified by column chromatography using mixture of 5% MeOH/DCM as an eluent to get the desired compound as a white solid (4.5 g, 72%). 1H NMR (400 MHz, DMSO-d6) δ 7.39-7.35 (m, 2H), 7.22-7.18 (m, 1H), 7.12-7.08 (m, 2H), 4.20-4.08 (m, 2H), 4.04-3.92 (m, 2H), 2.29-2.21 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062075B2
Source datasetuspto-grants-2015_06
ORD IDord-f8fe6e8ef73d4e32b1b5e64ccc7f1182
Source noteuspto-grants-2015_06