8-Chloroisoquinoline hydrochloride → 8-Chloro-1,2,3,4-tetrahydroisoquinoline--hydrogen chloride (1/1)

HRID 461481Notes

Reaction equation

HRID 461481 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[CH:11]=[N:10][CH:9]=[CH:8]2>[Pt](=O)=O.CO>[ClH:2].[Cl:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[CH2:11][NH:10][CH2:9][CH2:8]2

Participants

4

Reactant 1

HCID 123717488-Chloroisoquinoline hydrochloride

Product 1

HCID 125950728-Chloro-1,2,3,4-tetrahydroisoquinoline--hydrogen chloride (1/1)

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

A solution of 11.0 g. of 8-chloroisoquinoline hydrochloride in 100 ml. of methanol was hydrogenated at atmospheric pressure over 0.5 g. of platinum dioxide as in Example 9. The mixture was filtered and concentrated to small volume. Ether was added, the mixture was filtered, and the solid recrystallized from ethanol to give 8-chloro-1,2,3,4-tetrahydroisoquinoline hydrochloride, m.p. 236°-238.5° C.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated to small volume
  3. additionEther was added
  4. filtrationthe mixture was filtered
  5. customthe solid recrystallized from ethanol

Sources & evidence

ORD record
ord-67733e16e1d044a9b6756f68a15e3c7b
Source dataset
uspto-grants-1977_12
Patent number
US04062961

Reaction notes

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