1-Phenethylamine, (-)- → (S)-1-methyl-1,2,3,4-tetrahydroisoquinoline

HRID 2293126Notes

Reaction equation

HRID 2293126 reaction equation
[C:1]1([C@@H:7]([NH2:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[CH:11](SC)[C:12](Cl)=O>>[CH3:8][C@H:7]1[C:1]2[C:6](=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:12][CH2:11][NH:9]1

Participants

3

Reactant 2

HCID 758181-Phenethylamine, (-)-HCID 10964792HCID 10964792, compound

Product 1

HCID 11205845(S)-1-methyl-1,2,3,4-tetrahydroisoquinoline

Procedure

In accordance with the same procedures as in Preparation 1-2, except that 25.6 ml of (S)-1-phenylethyl-amine(0.20M) and 34.8 g of α-chloro-α-(methylthio)-acetyl chloride(0.22M) were used as starting materials, 8.8 g of the title compound was obtained in oil form.

Workup

  1. customIn accordance with the same procedures as in Preparation 1-2

Sources & evidence

ORD record
ord-250520ab047e40b7aa4769c7a87addae
Source dataset
uspto-grants-1997_11
Patent number
US05686458

Reaction notes

Loading…