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

HRID 1288455Notes

Reaction equation

HRID 1288455 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-b7e4bf7f7c5744da94d828d68e6ac231
Source dataset
uspto-grants-1976_10
Patent number
US03988339

Reaction notes

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