7,8-Dichloroisoquinoline hydrochloride → 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline
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]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
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
- filtrationThe mixture was filtered
- concentrationconcentrated
- extractionwas extracted into ether
- dry with materialThe extract was dried with magnesium sulfate
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-d8896014b206426587dc63f8529baba7
- Source dataset
- uspto-grants-1976_02
- Patent number
- US03939164
Reaction notes
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