Dimethylamine, hydrochloride → HCID 22403483, compound

HRID 259769Notes

Reaction equation

HRID 259769 reaction equation
Cl.[CH3:2][NH:3][CH3:4].[OH-].[Na+].[CH2:7]([C:9]1[CH:17]=[CH:16][C:12]([C:13](Cl)=[O:14])=[CH:11][CH:10]=1)[CH3:8]>O>[CH3:2][N:3]([CH3:4])[C:13](=[O:14])[C:12]1[CH:16]=[CH:17][C:9]([CH2:7][CH3:8])=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 10473Dimethylamine, hydrochlorideHCID 14798Sodium HydroxideHCID 853684-Ethylbenzoyl chloride

Product 1

HCID 22403483HCID 22403483, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In 50 g of water is dissolved 36.0 g (442 mmole) of dimethylamine hydrochloride. 50 g of ice and 36 g (450 mmole) of 50% sodium hydroxide solution are added. While maintaining the internal temperature below 10° C, 35 g (208 mmole) of 4-ethylbenzoyl chloride is added. The mixture is stirred 20 minutes, extracted with ethyl ether, dried over anhydrous magnesium sulfate and concentrated in vacuo to yield 36.2 g of N,N-dimethyl-4-ethylbenzamide.

Workup

  1. additionis added
  2. extractionextracted with ethyl ether
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7a9a96e359a742659eb01af1bc445a56
Source dataset
uspto-grants-1996_06
Patent number
US05523325

Reaction notes

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