2-Methylbenzenesulfonic acid → HCID 20311052, compound

HRID 2420188Notes

Reaction equation

HRID 2420188 reaction equation
[CH2:1]([N:4]([CH2:9][CH:10]([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])[C:5](=[O:8])[CH2:6][Cl:7])[C:2]#[CH:3].C1(C)C(S(O)(=O)=O)=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH2:1]([N:4]([CH2:9][CH:10]1[O:11][CH2:12][CH2:13][CH2:16][CH2:15][O:14]1)[C:5](=[O:8])[CH2:6][Cl:7])[C:2]#[CH:3]

Participants

5

Reactant 3

HCID 69252-Methylbenzenesulfonic acidHCID 10340Sodium CarbonateHCID 22768125HCID 22768125, compound

Product 1

HCID 20311052HCID 20311052, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-Propargyl-N-(2,2-diethoxyethyl)-α-chloroacetamide (10 grams), butandiol-1,4 (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-propargyl-N-(1,3-dioxepan-2-ylmethyl)-α-chloroacetamide.

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-08a5063be67c4b63ad8710049ead4151
Source dataset
uspto-grants-1978_08
Patent number
US04110101

Reaction notes

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