Formaldehyde → 3-[N-(3-hydroxypropyl)methylamino]-N,N,N-trimethylpropan-1-aminium chloride hydrochloride

HRID 263175Notes

Reaction equation

HRID 263175 reaction equation
[Cl-:1].[CH:2]([N:4]([CH2:9][CH2:10][CH2:11][N+:12]([CH3:15])([CH3:14])[CH3:13])[CH2:5][CH2:6][CH2:7][OH:8])=O.C=O>C(O)=O>[ClH:1].[Cl-:1].[OH:8][CH2:7][CH2:6][CH2:5][N:4]([CH2:9][CH2:10][CH2:11][N+:12]([CH3:15])([CH3:14])[CH3:13])[CH3:2]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 213163693-[N'-formyl-N'-(3-hydroxypropyl)amino]-N,N,N-trimethyl-1-propanaminium chloride

Product 1

HCID 213163673-[N-(3-hydroxypropyl)methylamino]-N,N,N-trimethylpropan-1-aminium chloride hydrochloride

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A mixture of 2 g. of 3-[N'-formyl-N'-(3-hydroxypropyl)amino]-N,N,N-trimethyl-1-propanaminium chloride 4 g. of 99% formic acid and 2 ml. of formalin is stirred and heated at 100° for seventeen hours. To the cooled mixture is added 11 ml. of concentrated hydrochloric acid and the reaction mixture is concentrated under reduced pressure. The product is taken up in 35 ml. of 1 N hydrochloric acid and the solution is filtered and concentrated to dryness under reduced pressure yielding 3-[N'-(3-hydroxypropyl)-N'-methylamino]-N,N,N-trimethyl-1-propanaminium chloride hydrochloride.

Workup

  1. additionA mixture of 2 g
  2. temperatureheated at 100° for seventeen hours
  3. additionTo the cooled mixture is added 11 ml
  4. concentrationof concentrated hydrochloric acid and the reaction mixture is concentrated under reduced pressure
  5. filtrationof 1 N hydrochloric acid and the solution is filtered
  6. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-4786563db7d54d7b8e4c26c254ecfd18
Source dataset
uspto-grants-1979_05
Patent number
US04156693

Reaction notes

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