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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 619704Generated: October 31, 2026

Triethylamine → HCID 70096722, compound

https://huagongshe.com/reaction/619704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
Reactant1-[(Benzyloxy)carbonyl]-2-indolinecarboxylic acidHCID 2776400—
ReactantHCID 15428308HCID 15428308—
SolventChloroformHCID 6212—
SolventEthyl AcetateHCID 8857—
ProductHCID 70096722HCID 7009672271%

Reaction Conditions

Temperature-2.5 °C

Reaction Steps

To a solution of 1-benzyloxycarbonyl-2-indoline carboxylic acid (320 mg, 1.05 mmol) and triethylamine (106 mg, 1.05 mmol) in chloroform (20 ml), ethyl chloroformate (109 mg, 1 mmol) was added at -15° C. The reaction mixture was stirred at a bath temperature of -10 to 5° C. for 1 hr. Then a precooled solution of (3S,4S)-3-amino-4-acetoxy-azetidin-2-one in ethyl acetate was added at -15° C. and stirring was continued at a bath temperature of -15 to 5° C. for 1 hr. After removal of solvent, the residue was dissolved in ethyl acetate, washed with water, brine and dried over sodium sulfate. After removal of solvent, the residue was purified by silica gel column chromatography using hexane-ethyl acetate (1:3) as eluent and the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05959123
Source datasetuspto-grants-1999_09
ORD IDord-dcb480c362444f43a6970770ca97fa55
Source noteuspto-grants-1999_09