Hydrochloric Acid → 3-[N-(3-chloropropyl)methylamino]-N,N,N-trimethyl-propan-1-aminium chloride hydrochloride

HRID 838922Notes

Reaction equation

HRID 838922 reaction equation
[Cl-:1].[Cl:2][CH2:3][CH2:4][CH2:5][N:6]([CH3:14])[CH2:7][CH2:8][CH2:9][N+:10]([CH3:13])([CH3:12])[CH3:11].Cl>C(O)(C)C>[ClH:2].[Cl-:1].[Cl:2][CH2:3][CH2:4][CH2:5][N:6]([CH3:14])[CH2:7][CH2:8][CH2:9][N+:10]([CH3:12])([CH3:11])[CH3:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 233475753-[N-(3-chloropropyl)methylamino]-N,N,N-trimethyl-propan-1-aminium chloride2×

Product 1

HCID 233475703-[N-(3-chloropropyl)methylamino]-N,N,N-trimethyl-propan-1-aminium chloride hydrochloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The resulting acetonitrile solution is evaporated in vacuo, the residual crystalline material is triturated with an organic solvent, such as ether, and the crystalline material is recovered to give the monoquaternary salt, 3-[N-(3-chloropropyl)methylamino]-N,N,N-trimethyl-propan-1-aminium chloride. The latter is ordinarily converted to the hydrochloride by dissolving the 3-[N-(3-chloropropyl) methylamino]-N,N,N-trimethyl-propan-1-aminium chloride in isopropanol, adding concentrated aqueous hydrochloric acid to the resulting solution, allowing the resulting mixture to stand at room temperature until crystallization is substantially complete, and recovering the crystalline material which is washed with an organic solvent such as isopropanol to give substantially pure 3-[N-(3-chloropropyl)methylamino]-N,N,N-trimethyl-propan-1-aminium chloride hydrochloride.

Workup

  1. customto stand at room temperature until crystallization
  2. customrecovering the crystalline material which
  3. washis washed with an organic solvent such as isopropanol

Sources & evidence

ORD record
ord-e179c7e0b6c94afdb8149d37ded81d3b
Source dataset
uspto-grants-1978_06
Patent number
US04093657

Reaction notes

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