Hydrochloric Acid → (1,2,3,4-Tetrahydroisoquinolin-4-yl)methanol

HRID 74539Notes

Reaction equation

HRID 74539 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][OH:12])=[CH:3][N:2]=1.Cl>CO.[Pt](=O)=O>[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([CH2:11][OH:12])[CH2:3][NH:2]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 12746377(Isoquinolin-4-yl)methanol

Product 1

HCID 19261463(1,2,3,4-Tetrahydroisoquinolin-4-yl)methanol

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

0.50 mg (3.1 mmol) isoquinolin-4-yl-methanol, 75 mg platinum dioxide and 3.2 mL 1N hydrochloric acid solution were hydrogenated in 50 mL methanol for 4 h at RT under a hydrogen atmosphere at 50 psi. The reaction mixture was filtered and the filtrate was concentrated to dryness by rotary evaporation.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated to dryness by rotary evaporation

Sources & evidence

ORD record
ord-83d6649fa9da4783a01162a16a2d33a1
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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