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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1155977Generated: November 1, 2026

Hydrochloric Acid → 1-Cyano-1-(2-methoxy-3,5-dibromophenyl)cyclohexane

https://huagongshe.com/reaction/1155977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,5-DibromopentaneHCID 8100—
ReactantSodium hydrideHCID 24758—
Reactant2,4-Dibromo-6-cyanomethylanisoleHCID 20536185—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-Cyano-1-(2-methoxy-3,5-dibromophenyl)cyclohexaneHCID 20536240—

Reaction Steps

To a stirred suspension of sodium hydride (7 g) in dry dimethylformamide (200 ml) was added a solution of 1,5-dibromopentane (20 ml) and the product of stage (d) in dimethylformamide (40 ml), keeping the temperature at 20°-30° C. The mixture was stirred for 30 minutes, water was added cautiously, and was then poured into ice water. Hydrochloric acid was added and the mixture was extracted with dichloromethane, washed with water and brine, dried over magnesium sulphate and filtered, and the solvent was removed to give a pale brown oil which slowly crystallised. Recrystallisation from ethanol gave the title product as yellow crystalls, mp 100°-102° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04333759
Source datasetuspto-grants-1982_06
ORD IDord-f62a0966a0b043cb8fd7d532d1c5cc4c
Source noteuspto-grants-1982_06