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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202441Generated: October 26, 2026

Chlorosuccinimide → 6-Chloro-7-methoxy-1,1-dimethyl-3,4-dihydro-1H-naphthalen-2-one

https://huagongshe.com/reaction/2202441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant7-Methoxy-1,1-dimethyl-3,4-dihydronaphthalen-2(1H)-oneHCID 13011007—
SolventAcetonitrileHCID 6342—
Product6-Chloro-7-methoxy-1,1-dimethyl-3,4-dihydro-1H-naphthalen-2-oneHCID 66834407—

Reaction Conditions

Temperature90 °C

Reaction Steps

7-Methoxy-1,1-dimethyl-3,4-dihydro-1H-naphthalen-2-one (Compound A2, 3.37 g, 16.5 mmol) was dissolved in CH3CN (82 mL), added with NCS (2.42 g, 1.1 eq.) and stirred at 90° C. for 1.5 hours. The reaction solution was extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. The drying agent was removed and the target compound was obtained after concentration under reduced pressure (yellow oily substance, 4.45 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365514B2
Source datasetuspto-grants-2016_06
ORD IDord-0b38050f66044216b64db0c41abe25ec
Source noteuspto-grants-2016_06