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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27246Generated: October 31, 2026

Hydrochloric Acid → HCID 45263090, compound

https://huagongshe.com/reaction/27246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant2-Benzyl-8-phenyl-3,4-dihydroisoquinolin-1(2H)-oneHCID 23344317—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 45263090HCID 45263090—

Reaction Steps

3.6 Parts of lithium aluminum hydride is added to a solution of 10 parts of 2-benzyl-3,4-dihydro-8-phenyl-1(2H)-isoquinolone in 225 parts by volume dry tetrahydrofuran and the resulting mixture is stirred at reflux temperature for about 5 hours. Then the mixture is cooled in an ice bath and treated successively with 7.5 parts by volume of water in 15 parts by volume of tetrahydrofuran, 7.5 parts by volume of 25% sodium hydroxide, and 7.5 parts by volume of water. The salts which form are filtered off and the filtrate is dried over anhydrous magnesium sulfate and concentrated under reduced pressure to yield clear oil. The oil is taken up in ether and treated with isopropanolic hydrogen chloride to give, as a white solid, 2-benzyl-8-phenyl-1,2,3,4-tetrahydroisoquinoline hydrochloride, melting at about 187°-189° C. after recrystallization from a mixture of ethanol and ether. This compound has the following formula ##STR16##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04220778
Source datasetuspto-grants-1980_09
ORD IDord-4ce3cf20126c41bb873dee78da9b6aa0
Source noteuspto-grants-1980_09