3-Chloro-N,N-dimethyl-1-propanamine → HCID 178483496, compound

HRID 1458508Notes

Reaction equation

HRID 1458508 reaction equation
[Cl-].[Zn+2:2].[Cl-].[Mg].[CH3:5][N:6]([CH3:11])[CH2:7][CH2:8][CH2:9]Cl>O1CCCC1>[CH3:5][N:6]([CH3:11])[CH2:7][CH2:8][CH2:9][Zn:2][CH2:9][CH2:8][CH2:7][N:6]([CH3:11])[CH3:5]

Participants

5

Reactant 3

HCID 669603-Chloro-N,N-dimethyl-1-propanamineHCID 3007855ZincchlorideHCID 5462224Magnesium

Product 1

HCID 178483496HCID 178483496, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
70 °C

Procedure

A solution of 38.2 g (0.28 mol) of zinc chloride in 100 ml of tetrahydrofuran is added dropwise at room temperature to a Grignard reagent prepared from 24.3 g (1.0 mol) of magnesium and 102.1 g (0.84 mol) of 3-di-methylaminopropyl chloride in 500 ml of tetrahydrofuran, and the mixture is then heated at 70° C. for 2 hours. After cooling, insoluble material is separated off by filtration, the solvent is removed and the residue is distilled in vacuo. Bis(3-dimethylaminopropyl)zinc is obtained as a crystalline solid having a melting point of 40° C. and a boiling point of 68° C./0.1 mbar.

Workup

  1. temperatureAfter cooling
  2. custominsoluble material is separated off by filtration
  3. customthe solvent is removed
  4. distillationthe residue is distilled in vacuo

Sources & evidence

ORD record
ord-dc58fd4e2cc9447983c2a5200772f2d8
Source dataset
uspto-grants-1998_12
Patent number
US05851946

Reaction notes

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