Dichloromethane → HCID 86715988, compound

HRID 1430330Notes

Reaction equation

HRID 1430330 reaction equation
[CH3:1][N:2]([CH3:10])[CH2:3][CH2:4][CH2:5][C:6]([O:8][CH3:9])=[O:7].[Cl:11][CH2:12][Cl:13]>>[Cl-:11].[Cl:13][CH2:12][N+:2]([CH3:10])([CH3:1])[CH2:3][CH2:4][CH2:5][C:6]([O:8][CH3:9])=[O:7]

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 210997Methyl 4-(dimethylamino)butanoate

Product 1

HCID 86715988HCID 86715988, compoundYield 44%

Procedure

A solution of methyl 4-(dimethylamino)butanoate (4) (3.39 g, 23.35 mmol) in anhydrous dichloromethane (50 ml) was stirred for 3 days at ambient temperature and 3 days under reflux. The reaction mixture was evaporated and the oily solid was triturated with diethyl ether (30 ml) in an ultrasound bath. The crystals were filtered, washed with diethyl ether and dried in vacuo over P2O5 to afford 2.36 g (44%) of N-(chloromethyl)-4-methoxy-N,N-dimethyl-4-oxobutan-1-aminium chloride.

Workup

  1. temperatureunder reflux
  2. customThe reaction mixture was evaporated
  3. customthe oily solid was triturated with diethyl ether (30 ml) in an ultrasound bath
  4. filtrationThe crystals were filtered
  5. washwashed with diethyl ether
  6. dry with materialdried in vacuo over P2O5

Sources & evidence

ORD record
ord-91440f34261b468285fad420e478a781
Source dataset
uspto-grants-2015_01
Patent number
US08940793B2

Reaction notes

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