Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358856Generated: November 1, 2026

Bicyclo[4.2.0]octan-7-one, 8,8-dichloro- → Bicyclo(4.2.0)octan-7-one

https://huagongshe.com/reaction/1358856

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBicyclo[4.2.0]octan-7-one, 8,8-dichloro-HCID 326596—
CatalystZincHCID 23994—
SolventAcetic AcidHCID 176—
SolventDiethyl EtherHCID 3283—
ProductBicyclo(4.2.0)octan-7-oneHCID 54908386.5%

Reaction Steps

(1RS,6SR)-8,8-dichlorobicyclo[4.2.0]octan-7-one (preparation 18) (8.60 g, 44.6 mmol) was heated to reflux in acetic acid (100 ml) with zinc dust (29.0 g, 446 mmol). After 4 hrs the mixture was cooled to room temperature, diluted with diethyl ether (200 ml) and washed with 2N NaOH (2×100 ml) and then with saturated aqueous NaHCO3 (4×100 ml). The ether phase was collected, dried (MgSO4) and the solvent was removed under reduced pressure to give 4.79 g of the title compound as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06596900B2
Source datasetuspto-grants-2003_07
ORD IDord-c99af70be8324715b61b4ab26568adf6
Source noteuspto-grants-2003_07