2-Methylbenzenesulfonic acid → HCID 20307412, compound

HRID 1763773Notes

Reaction equation

HRID 1763773 reaction equation
[CH:1]([N:4]([CH2:9][CH:10]([O:14][CH2:15][CH3:16])[O:11][CH2:12]C)[C:5](=[O:8])[CH2:6][Cl:7])([CH3:3])[CH3:2].[C:17]1(C)C(S(O)(=O)=O)=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH:1]([N:4]([CH2:9][CH:10]1[O:14][CH:15]([CH2:16][CH3:17])[CH2:12][O:11]1)[C:5](=[O:8])[CH2:6][Cl:7])([CH3:2])[CH3:3]

Participants

5

Reactant 3

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

Product 1

HCID 20307412HCID 20307412, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-Isopropyl-N-(2,2-diethoxyethyl)-α-chloroacetamide (10 grams), butandiol-1,2 (3.56 ml) 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 at reflux 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-(4-ethyl-1,3-dioxolan-2-ylmethyl)-α-chloroacetamide having a boiling point of 140° 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. temperatureThe reaction mixture was heated
  5. distillationthe resulting mixture was distilled

Sources & evidence

ORD record
ord-a1e2858dd1af4f069ecfb92f2814e090
Source dataset
uspto-grants-1978_09
Patent number
US04113464

Reaction notes

Loading…