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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275173Generated: October 25, 2026

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

https://huagongshe.com/reaction/2275173

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 hr. The reaction solution was extracted with ethyl acetate. The organic layer was washed with saturated 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 numberUS09126931B2
Source datasetuspto-grants-2015_09
ORD IDord-e4c01850988f4bec93e8cd094f34cbe2
Source noteuspto-grants-2015_09