7,8-Dichloroisoquinoline--hydrogen chloride (1/1) → Isoquinoline, 7,8-dichloro-1,2,3,4-tetrahydro-

HRID 1578704Notes

Reaction equation

HRID 1578704 reaction equation
Cl.[Cl:2][C:3]1[C:12]([Cl:13])=[C:11]2[C:6]([CH:7]=[CH:8][N:9]=[CH:10]2)=[CH:5][CH:4]=1>[Pt]=O.CO>[Cl:2][C:3]1[C:12]([Cl:13])=[C:11]2[C:6]([CH2:7][CH2:8][NH:9][CH2:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 1

HCID 125950637,8-Dichloroisoquinoline--hydrogen chloride (1/1)

Product 1

HCID 123920Isoquinoline, 7,8-dichloro-1,2,3,4-tetrahydro-

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

The above prepared 7,8-dichloroisoquinoline hydrochloride was reduced in two portions, using 0.7 g. of platinum oxide in 100 cc. of methanol, for 1 hour at ambient temperature. The mixture was filtered and concentrated. The residue was converted to the base using ammonium hydroxide and was extracted into ether. The extract was dried with magnesium sulfate, filtered and concentrated to give, as the residue, 7,8-dichloro-1,2,3,4-tetrahydroisoquinoline.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. extractionwas extracted into ether
  4. dry with materialThe extract was dried with magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-d8896014b206426587dc63f8529baba7
Source dataset
uspto-grants-1976_02
Patent number
US03939164

Reaction notes

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