Oxetane → 3-[N'-(3-Hydroxypropyl)-N'-methylamino]-N,N,N-trimethyl-1-propanaminium Bromide

HRID 328178Notes

Reaction equation

HRID 328178 reaction equation
[O:1]1[CH2:4][CH2:3][CH2:2]1.[Br-:5].[CH3:6][N+:7]([CH3:14])([CH3:13])[CH2:8][CH2:9][CH2:10][NH:11][CH3:12]>O>[Br-:5].[OH:1][CH2:2][CH2:3][CH2:4][N:11]([CH2:10][CH2:9][CH2:8][N+:7]([CH3:14])([CH3:13])[CH3:6])[CH3:12]

Participants

4

Reactant 2

HCID 10423OxetaneHCID 21444211N,N,N-Trimethyl-3-(methylamino)propan-1-aminium bromide

Product 1

HCID 233475683-[N'-(3-Hydroxypropyl)-N'-methylamino]-N,N,N-trimethyl-1-propanaminium Bromide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 20 g. of oxetane (0.34 mole), 32.8 g. of N,N,N-trimethyl-[3-(methylamino)]-1-propanaminium bromide (0.156 mole) and 22 ml. water is heated in a sealed tube at 100° for 15 hours. The solution is evaporated in vacuo and the residue is dissolved in 50 ml. of acetonitrile and filtered. Upon evaporation the desired product crystallizes. The product may be recrystallized from acetonitrile.

Workup

  1. additionA mixture of 20 g
  2. customThe solution is evaporated in vacuo
  3. dissolutionthe residue is dissolved in 50 ml
  4. filtrationof acetonitrile and filtered
  5. customUpon evaporation the desired product
  6. customcrystallizes
  7. customThe product may be recrystallized from acetonitrile

Sources & evidence

ORD record
ord-44653225d6c84dd7a50b91061a254dd2
Source dataset
uspto-grants-1977_04
Patent number
US04016209

Reaction notes

Loading…