Sodium Carbonate → HCID 20352173, compound

HRID 371911Notes

Reaction equation

HRID 371911 reaction equation
[C:1](Cl)([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].Cl.[CH2:13]([NH:15][CH2:16][C:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:18])[CH3:14].C(=O)([O-])[O-].[Na+].[Na+]>O>[C:1]([N:15]([CH2:13][CH3:14])[CH2:16][C:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:18])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 10387Benzyl chloroformateHCID 20352186HCID 20352186, compound

Product 1

HCID 20352173HCID 20352173, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Add, in a dropwise manner, 20.4 g. of carbobenzyloxy chloride to a stirred ice-cooled mixture of 16.3 g. of N-ethyl-α-aminoacetophenone hydrochloride and 12.7 g. of sodium carbonate in 125 ml. of water and maintain the reaction temperature at about 20°-25° C. When the addition is complete, stir for one hour at room temperature and extract the product with ether. Wash the ether extract successively with 5% hydrochloric acid, water saturated aqueous sodium bicarbonate and finally with water. Dry over magnesium sulfate and filter. Remove the ether in vacuo and obtain the product of this step.

Workup

  1. additionAdd, in a dropwise manner, 20.4 g
  2. additionmixture of 16.3 g
  3. additionWhen the addition
  4. extractionextract the product with ether
  5. washWash the ether
  6. extractionextract successively with 5% hydrochloric acid, water saturated aqueous sodium bicarbonate and finally with water
  7. dry with materialDry over magnesium sulfate
  8. filtrationfilter
  9. customRemove the ether in vacuo
  10. customobtain the product of this step

Sources & evidence

ORD record
ord-07c29fa0149242c384b7f165c9af06f9
Source dataset
uspto-grants-1978_05
Patent number
US04088644

Reaction notes

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