2-Methylbenzenesulfonic acid → HCID 20311047, compound

HRID 2420185Notes

Reaction equation

HRID 2420185 reaction equation
[CH: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])([CH3:3])[CH3:2].C1(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:11][CH2:12][CH2:13][CH2:16][CH2:15][O:14]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 20311047HCID 20311047, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-Isopropyl-N-(2,2-diethoxyethyl)-α-chloroacetamide (10 grams), butandiol-1,4 (3.52 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 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-(1,3-dioxepan-2-ylmethyl)-α-chloroacetamide as an oil.

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-ed91302089b84fc3b0c10244e3e2df4a
Source dataset
uspto-grants-1978_08
Patent number
US04110101

Reaction notes

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