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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1013380Generated: October 30, 2026

Triethylamine → 7-Methyl-3,3a,7,7a-tetrahydro-1H-4-thia-2-aza-cyclopenta[alpha]pentalene-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1013380

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
ReactantHCID 68901375HCID 68901375—
SolventDichloromethaneHCID 6344—
Product7-Methyl-3,3a,7,7a-tetrahydro-1H-4-thia-2-aza-cyclopenta[alpha]pentalene-2-carboxylic acid ethyl esterHCID 13172703568%

Reaction Conditions

Temperature22 °C

Reaction Steps

A 0° C. solution of the product from step h) (258 mg, 1.19 mmol) in CH2Cl2 (6 ml) was treated with triethylamine (497 μl, 3.57 mmol) and ethyl chloroformate (227 μl, 2.38 mmol) and the reaction was warmed to 22° C. Next, the reaction mixture was extracted with CH2Cl2 (50 ml) and brine (25 ml). The combined organic layers were dried (MgSO4) and the crude product was purified by silica-gel chromatography (hexanes:EtOAc-50:50) to give the subtitle compound (204 mg, 68%). MS calculated for C13H17NO2S+H 252, observed 252.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07981919B2
Source datasetuspto-grants-2011_07
ORD IDord-fc5c557d6f664f99ae8fb299b8c3734d
Source noteuspto-grants-2011_07