Acetic Anhydride → HCID 15372704, compound

HRID 428183Notes

Reaction equation

HRID 428183 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:11][CH:10]=[C:9]([CH2:12][NH2:13])[O:8][C:7]=2[CH:14]=1.[C:15](OC(=O)C)(=[O:17])[CH3:16]>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:11][CH:10]=[C:9]([CH2:12][NH:13][C:15](=[O:17])[CH3:16])[O:8][C:7]=2[CH:14]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 15372701HCID 15372701, compound

Product 1

HCID 15372704HCID 15372704, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

The crude amine obtained in Step C is dissolved in 10 ml of anhydrous pyridine; the mixture is then cooled to 0° C. 0.41 g (4 mmol) of acetic anhydride is added to that solution; stirring is then maintained for 30 minutes. The solvent is then evaporated in vacuo; the residue is then taken up in dichloromethane. The organic phase is then acidified with a hydrochloric acid solution (1N); the aqueous phase is then extracted with dichloromethane. After drying over magnesium sulphate and evaporation of the solvent in vacuo, the title amide is obtained pure in the form of a white solid after passage over a silica column (eluant:MeOH/CH2Cl2: 10/90).

Workup

  1. temperatureis then maintained for 30 minutes
  2. customThe solvent is then evaporated in vacuo
  3. extractionthe aqueous phase is then extracted with dichloromethane
  4. dry with materialAfter drying over magnesium sulphate and evaporation of the solvent in vacuo

Sources & evidence

ORD record
ord-356b73ebd82a4180a6bd674fbb32f0f3
Source dataset
uspto-grants-2001_11
Patent number
US06313160B1

Reaction notes

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