Thionyl Chloride → HCID 19081348, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of l-hydroxymethyl-5,6,7,8-tetrahydroisoquinoline hydrochloride (0.42 g) in chloroform (10 ml) was added dropwise a solution of thionyl chloride (1.1 ml) in chloroform (5 ml) at room temperature and heated for 2 hours at ca. 50° C. The reaction mixture was concentrated in vacuo and the residue was taken up with ethyl acetate. The organic layer was washed with saturated sodium carbonate aqueous solution, dried over sodium sulfate, filtered and concentrated in vacuo to give 1-chloromethyl-5,6,7,8-tetrahydroisoquinoline (0.22 g) as a brown oil.

Provenance & Evidence