Sulfuric Acid → HCID 10998364, compound

HRID 1707803Notes

Reaction equation

HRID 1707803 reaction equation
[C:1]([NH2:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][O:11][CH:12](OC)[CH2:13][Cl:14].S(=O)(=O)(O)O>O>[CH3:10][O:11][CH:12]([NH:9][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:13][Cl:14]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 2331BenzamideHCID 609862-Chloro-1,1-dimethoxyethane

Product 1

HCID 10998364HCID 10998364, compoundYield 70.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

12.1 g of benzamide and 14.3 g of chloroacetaldehyde dimethyl acetal were agitated while being cooled in an ice bath, and into this, 7 ml of concentrated sulfuric acid was dripped over a period of 1 hour. After agitating this for 2 hours at room temperature, 200 ml of water was added to the reaction fluid, and this was extracted in 300 ml of chloroform. The extracted layer was washed twice with 100 ml of water, and the chloroform and excess chloroacetaldehyde dimethyl acetal were removed by distillation under reduced pressure, and 15.0 g of compound (1) was obtained.

Workup

  1. temperaturewhile being cooled in an ice bath
  2. extractionthis was extracted in 300 ml of chloroform
  3. washThe extracted layer was washed twice with 100 ml of water
  4. customthe chloroform and excess chloroacetaldehyde dimethyl acetal were removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-8767e1f3eeef4ccb955e4f48cd2c7cc9
Source dataset
uspto-grants-1994_10
Patent number
US05354905

Reaction notes

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