1,2,3,4-Tetrahydroisoquinoline → 3,4-Dihydroisoquinoline

HRID 1723468Notes

Reaction equation

HRID 1723468 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][NH:2]1.[S]>O1CCOCC1>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]=1

Participants

4

Reactant 2

HCID 70461,2,3,4-TetrahydroisoquinolineHCID 5362487Sulfur

Product 1

HCID 767053,4-DihydroisoquinolineYield 96.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

6.0 g of 1,2,3,4-tetrahydroisoquinoline and 3.0 g of sulphur powder in 40 ml of dioxane are refluxed for 20 hours. The reaction mixture is evaporated, to the residue 60 ml of ether are added, the precipitated sulphur is filtered off and the filtrate is evaporated. 5.7 g of 3,4-dihydroisoquinoline are obtained.

Workup

  1. customThe reaction mixture is evaporated, to the residue 60 ml of ether
  2. additionare added
  3. filtrationthe precipitated sulphur is filtered off
  4. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-11019ce9aea749659fef7ae33efcb99d
Source dataset
uspto-grants-1989_08
Patent number
US04861888

Reaction notes

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