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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026642Generated: November 1, 2026

1-Chloroethyl chloroformate → HCID 70664459, compound

https://huagongshe.com/reaction/1026642

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloroethyl chloroformateHCID 521305—
ReactantHCID 46909230HCID 46909230—
SolventHydrochloric AcidHCID 313—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
ProductHCID 70664459HCID 70664459132.1%

Reaction Conditions

Temperature160 °C

Reaction Steps

(3aR*,4S*,9bS*)-2-Benzyl-6-chloro-3a,4-dimethyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole (0.153 mmol, 49.8 mg) was dissolved in toluene (1 ml). ACE-Cl (1.070 mmol, 0.118 ml, 153 mg) was added and the reaction mixture was heated in a microwave reactor at 160° C. for 15 minutes. Methanol (1 ml) was added and the reaction mixture was again heated in a microwave reactor at 160° C. for 5 minutes. The resulting solution was passed through an SCX cartridge and concentrated in vacuo to give a residue that was dissolved in 2 M HCl in MeOH and concentrated in vacuo to afford (3aR*,4S*,9bS*)-6-chloro-3a,4-dimethyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole hydrochloride (27.5 mg). m/z: 236.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729274B2
Source datasetuspto-grants-2014_05
ORD IDord-9e45b79dbada4e67808a0d65c1061924
Source noteuspto-grants-2014_05