N,N-Bis(2-chloroethyl)benzylamine hydrochloride → N-Benzylnormechlorethamine

HRID 2407494Notes

Reaction equation

HRID 2407494 reaction equation
Cl.[Cl:2][CH2:3][CH2:4][N:5]([CH2:13][CH2:14][Cl:15])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[Na]>O>[Cl:2][CH2:3][CH2:4][N:5]([CH2:13][CH2:14][Cl:15])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 2777881N,N-Bis(2-chloroethyl)benzylamine hydrochlorideHCID 5360545Sodium

Product 1

HCID 5928N-Benzylnormechlorethamine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of bis(2-chloroethyl)benzylamine, hydrochloride (3.4 g 12.6 mmol) in iced water (10 mL) is made alcaline with a 5N aqueous solution of sodium hydroxyde. Extraction with ethyl acetate, drying of the organic phase over magnesium sulphate and evaporation under reduced pressure affords bis(2-chloroethyl)benzylamine.

Workup

  1. extractionExtraction with ethyl acetate
  2. dry with materialdrying of the organic phase over magnesium sulphate and evaporation under reduced pressure

Sources & evidence

ORD record
ord-1b2060055aa745fdaa4aa238aac4cf9f
Source dataset
uspto-grants-2014_08
Patent number
US08809539B2

Reaction notes

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