1-Methyl-1,2,3,4-tetrahydroisoquinoline → HCID 20133047, compound

HRID 844947Notes

Reaction equation

HRID 844947 reaction equation
[CH3:1][CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][NH:3]1.[Cl:12][CH:13]([CH3:17])[C:14](Cl)=[O:15]>C1(C)C=CC=CC=1>[Cl:12][CH:13]([CH3:17])[C:14]([N:3]1[CH2:4][CH2:5][C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:2]1[CH3:1])=[O:15]

Participants

4

Reactant 2

HCID 922141-Methyl-1,2,3,4-tetrahydroisoquinolineHCID 1110192-Chloropropionyl chloride

Product 1

HCID 20133047HCID 20133047, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A reaction vessel was charged with 50 ml toluene and 2.0 g 1-methyl-1,2,3,4-tetrahydroisoquinoline (prepared by procedure of Example 1--Procedure A). Then, 2.0 ml 2-chloropropionyl chloride was added gradually to the mixture. The reaction mixture was stirred and heated until a homogeneous solution appeared. The mixture was filtered, stripped of solvent, and subjected to Kugelrohr distillation (150° C. @ 0.25 mm Hg) to provide 2.8 g of a yellow oil product having the elemental analysis reported in Table I.

Workup

  1. temperatureheated until a homogeneous solution
  2. filtrationThe mixture was filtered
  3. distillationsubjected to Kugelrohr distillation (150° C. @ 0.25 mm Hg)

Sources & evidence

ORD record
ord-d1c693603ec84c9e9ae8317653cdacba
Source dataset
uspto-grants-1988_07
Patent number
US04755218

Reaction notes

Loading…