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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1741972Generated: October 29, 2026

Triethylamine → 4,5-(Dimethylmethylenedioxy)-6-(1-ethoxyethoxy)-3,3a,4,5,6,7-hexahydro-2,1-benzoisooxazole

https://huagongshe.com/reaction/1741972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium HypochloriteHCID 23665760—
Reactant4,5-(Dimethylmethylenedioxy)-3-(1-ethoxyethoxy)-6-heptenal oximeHCID 86748047—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
Product4,5-(Dimethylmethylenedioxy)-6-(1-ethoxyethoxy)-3,3a,4,5,6,7-hexahydro-2,1-benzoisooxazoleHCID 6779344453.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

One gram of 4,5- (dimethylmethylenedioxy) -3-(1-ethoxyethoxy)-6-heptenal oxime was dissolved in 15 ml of methylene chloride, and 0.2 ml of triethylamine was added at 0° C. Then, 8 ml of a 10% sodium hypochlorite aqueous solution was added, and the mixture was stirred at 0° C. for 11 hours. The reaction mixture was diluted with ethyl ether, and washed with a sodium hydrogen carbonate aqueous solution and a saturated sodium chloride aqueous solution in sequence. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give 530 mg of 4,5-(dimethylmethylenedioxy)-6-(1-ethoxyethoxy)-3,3a,4,5,6,7-hexahydro-2,1-benzoisooxazole having the following properties.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05334740
Source datasetuspto-grants-1994_08
ORD IDord-95a8dba512eb490690c4c5aacbc73e61
Source noteuspto-grants-1994_08