2-Methylbenzenesulfonic acid → HCID 22768133, compound

HRID 1764418Notes

Reaction equation

HRID 1764418 reaction equation
[CH3:1][N:2]([CH2:7][CH:8]([O:12][CH2:13][CH3:14])[O:9][CH2:10]C)[C:3](=[O:6])[CH2:4][Br:5].C1(C)C(S(O)(=O)=O)=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH3:1][N:2]([CH2:7][CH:8]1[O:9][CH2:10][CH2:14][CH2:13][O:12]1)[C:3](=[O:6])[CH2:4][Br:5]

Participants

5

Reactant 3

HCID 69252-Methylbenzenesulfonic acidHCID 10340Sodium CarbonateHCID 22768126HCID 22768126, compound

Product 1

HCID 22768133HCID 22768133, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-Methyl-N-(2,2-diethoxyethyl)-α-bromoacetamide (10 grams), propandiol-1,3 (3 ml) and trace amounts of toluenesulfonic acid are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture is heated until no more ethanol is given off. After this time sodium carbonate (1 gram) is added to the mixture with stirring and the resulting mixture is distilled to yield the desired product N-methyl-N-(1,3-dioxan-2-ylmethyl)-α-bromoacetamide.

Workup

  1. additionare charged into a glass reaction vessel
  2. customequipped with a mechanical stirrer
  3. temperaturethermometer and reflux condenser
  4. distillationthe resulting mixture is distilled

Sources & evidence

ORD record
ord-f4c3061291eb4d67a3144d12f61d83fb
Source dataset
uspto-grants-1978_09
Patent number
US04116670

Reaction notes

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