Hydrochloric Acid → 4-Methyl-1,2,3,4-tetrahydroisoquinoline hydrochloride

HRID 74569Notes

Reaction equation

HRID 74569 reaction equation
[H][H].[CH3:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[N:6][CH:5]=1.[ClH:14]>CO.[Pt](=O)=O>[ClH:14].[CH3:3][CH:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][NH:6][CH2:5]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 640939Isoquinoline, 4-methyl-HCID 178418361HCID 178418361, compound

Product 1

HCID 137389354-Methyl-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

In a hydrogen atmosphere 0.50 g (3.5 mmol) 4-methyl-isoquinoline, 50 mg platinum dioxide in 50 mL methanol and 3.5 mL 1M aqueous hydrochloric acid solution were hydrogenated at RT and 3 bar for 4 h. After removal of the catalyst by suction filtering the reaction mixture was evaporated down. A mixture of educt and product was obtained, which was reacted further without any further purification.

Workup

  1. customwere hydrogenated at RT
  2. customAfter removal of the catalyst by suction
  3. filtrationfiltering the reaction mixture
  4. customwas evaporated down
  5. additionA mixture of educt
  6. customproduct was obtained
  7. customwhich was reacted further without any further purification

Sources & evidence

ORD record
ord-1321a3bcf39b40b99dddf7a6e3b25de7
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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