2-Methylbenzenesulfonic acid → HCID 22768127, compound

HRID 1764415Notes

Reaction equation

HRID 1764415 reaction equation
[CH:1]([N:4]([CH2:9][CH:10]([O:14]CC)[O:11][CH2:12]C)[C:5](=[O:8])[CH2:6][Cl:7])([CH3:3])[CH3:2].[C:17]1([CH3:27])[C:18](S(O)(=O)=O)=CC=C[CH:22]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH:1]([N:4]([CH2:9][CH:10]1[O:14][CH2:22][C:17]([CH3:18])([CH3:27])[CH2:12][O:11]1)[C:5](=[O:8])[CH2:6][Cl:7])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 69252-Methylbenzenesulfonic acidHCID 10340Sodium CarbonateHCID 22768137HCID 22768137, compound

Product 1

HCID 22768127HCID 22768127, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-Isopropyl-N-(2,2-diethoxyethyl)-α-chloroacetamide (10 grams), 2,2-dimethylpropandiol-1,3 (4.1 grams) and trace amounts of toluenesulfonic acid were charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture was heated until no more ethanol was given off. After this time sodium carbonate (1 gram) was added to the mixture with stirring and the resulting mixture was distilled to yield the desired product N-isopropyl-N-(5,5-dimethyl-1,3-dioxan-2-ylmethyl)-α-chloroacetamide having a boiling point of 175° C. at 1 mm of Hg pressure.

Workup

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

Sources & evidence

ORD record
ord-94a5ad17770a463c9e31ecf3e4b2b2ef
Source dataset
uspto-grants-1978_09
Patent number
US04116670

Reaction notes

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