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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508513Generated: October 30, 2026

Ethyl chloroformate → HCID 86602856, compound

https://huagongshe.com/reaction/508513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Methyl-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrroleHCID 58598880—
SolventDichloromethaneHCID 6344—
ProductHCID 86602856HCID 8660285646%

Reaction Steps

Ethyl chloroformate (0.29 mL, 3.0 mmol) and DIEA (1.6 mL, 9.0 mmol) were added to a solution of 5-methyl-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole (from Example 13, Step F) (0.56 g, 3.0 mmol) in CH2Cl2 (15 mL) at 0° C. The reaction was stirred for 2 hours from 0° C. to room temperature. The reaction was quenched with aqueous HCl (15 mL, 1M). The desired product was extracted with CH2Cl2 (3×15 mL). The organic extracts were washed with brine, dried over MgSO4, and concentrated. The crude product was purified by column chromatography (SiO2) using a 10-60% EtOAc-hexanes gradient to afford 0.36 g (46%) of the subtitle compound. MS calculated for C16H21NO2+H: 260, observed: 260.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096520B2
Source datasetuspto-grants-2015_08
ORD IDord-cbb209c705b34e46bb30c8c69cdf5da5
Source noteuspto-grants-2015_08