Dichloromethane → HCID 20133050, compound

HRID 844948Notes

Reaction equation

HRID 844948 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.[OH-].[Na+].C(Cl)Cl.[Cl:17][C:18]([Cl:23])([CH3:22])[C:19](Cl)=[O:20]>O>[Cl:17][C:18]([Cl:23])([CH3:22])[C:19]([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:20]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 922141-Methyl-1,2,3,4-tetrahydroisoquinolineHCID 943632,2-Dichloropropanoyl chloride

Product 1

HCID 20133050HCID 20133050, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A reaction vessel was chrged with 2 g 1-methyl-1,2,3,4-tetrahydroisoquinoline, 10 ml 10% sodium hydroxide and 50 ml methylene chloride. With this mixture stirred, 3 ml 2,2-dichloropropionyl chloride was added dropwise to the mixture. The mixture was stirred for 20 minutes, then water was added. The organic extract was dried with magnesium sulfate, stripped of solvent and subjected to Kugelrohr distillation (170° C. @ 0.25 mm Hg) to provide 2.7 g of a yellow oil product having the elemental analysis reported in Table I.

Workup

  1. stirringThe mixture was stirred for 20 minutes
  2. extractionThe organic extract
  3. dry with materialwas dried with magnesium sulfate
  4. distillationsubjected to Kugelrohr distillation (170° C. @ 0.25 mm Hg)

Sources & evidence

ORD record
ord-85df9df7b5c54939a5ccbe314dfafdfa
Source dataset
uspto-grants-1988_07
Patent number
US04755218

Reaction notes

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