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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1088786Generated: October 31, 2026

Thionyl Chloride → 1-Methyl-8-chloromethyl-1,2,3,4-tetrahydroquinoline

https://huagongshe.com/reaction/1088786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(1-Methyl-1,2,3,4-tetrahydroquinolin-8-yl)methanolHCID 15053143—
SolventDichloromethaneHCID 6344—
Product1-Methyl-8-chloromethyl-1,2,3,4-tetrahydroquinolineHCID 15053142—

Reaction Conditions

Temperature45 °C

Reaction Steps

1-Methyl-8-hydroxymethyl-1,2,3,4-tetrahydroquinoline (0.89 g) was dissolved in dichloromethane (30 ml), and thionyl chloride (1.09 ml) was added thereto, and the mixture was stirred for 2 hours at 45° C. After distilling off the solvent, n-hexane was added to the residue, and the solvent was distilled off under reduced pressure to give 1-methyl-8-chloromethyl-1,2,3,4-tetrahydroquinoline (1.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04963566
Source datasetuspto-grants-1990_10
ORD IDord-9b4e89eb7660459282e501acd1261d69
Source noteuspto-grants-1990_10