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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445290Generated: October 27, 2026

Sodium borohydride → 4-Methyl-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

https://huagongshe.com/reaction/445290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant4-Methyl-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinolineHCID 59536412—
SolventMethanolHCID 887—
Product4-Methyl-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinolineHCID 59536281—

Reaction Conditions

Temperature0 °C

Reaction Steps

A 100-mL round-bottomed flask was charged with 4-methyl-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline (4.89 g, 16.9 mmol) and MeOH (30 mL). After cooling down to 0° C., sodium borohydride (1.93 g, 50.7 mmol) was added and the mixture was stirred at RT for 45 min. Then, the solvent was removed and the residue redissolved in EtOAc, washed with sat NaHCO3, water and dried over Na2SO4. The mixture was used crude in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476297B2
Source datasetuspto-grants-2013_07
ORD IDord-4fd6007c20b24da0a105220a2c944376
Source noteuspto-grants-2013_07