1-Butanol → HCID 86735955, compound

HRID 2420040Notes

Reaction equation

HRID 2420040 reaction equation
[Na].[Cl-:2].[CH2:3]([O:5][C:6](=[O:14])[NH:7][CH2:8][CH2:9][CH2:10][NH+:11]([CH3:13])[CH3:12])[CH3:4].[CH2:15](O)[CH2:16]CC>>[Cl-:2].[CH2:3]([O:5][C:6](=[O:14])[NH:7][CH2:8][CH2:9][CH2:10][NH+:11]([CH3:12])[CH3:13])[CH2:4][CH2:15][CH3:16]

Participants

4

Reactant 3

HCID 2631-ButanolHCID 5360545SodiumHCID 86735956HCID 86735956, compound

Product 1

HCID 86735955HCID 86735955, compound

Procedure

4.6 g (0.2 g-atom) of sodium are dissolved in 200 ml of n-butanol. To this add 21.0 g (0.1 mole) of N-(3-dimethylammoniopropyl)-carbamic acid ethyl ester chloride and boil the mixture for 6 hours with reflux. Concentrate, admix with water, ether out, dry the ether phase over MgSO4, introduce dry HCl gas while stirring and cooling, decant the ether solution, and drag the remaining oil in vacuum. One obtains 13.1 g of nD20 = 1.4735.

Workup

  1. concentrationConcentrate
  2. dry with materialadmix with water, ether out, dry the ether phase over MgSO4
  3. additionintroduce dry HCl gas
  4. temperaturecooling
  5. customdecant the ether solution
  6. customOne obtains 13.1 g of nD20 = 1.4735

Sources & evidence

ORD record
ord-c562e6cfe25045a2a7a53436eca0748c
Source dataset
uspto-grants-1978_08
Patent number
US04108885

Reaction notes

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