Acetic Anhydride → HCID 59278637, compound

HRID 242161Notes

Reaction equation

HRID 242161 reaction equation
[C:1]([O:4]C(=O)C)(=[O:3])[CH3:2].[C:8]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][O:22][C:23](=[O:25])[CH3:24])=[CH:15][N+:14]=1[O-])(=[O:10])[CH3:9].C(=O)(O)[O-].[Na+]>>[C:8]([O:11][CH:12]([O:4][C:1](=[O:3])[CH3:2])[C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][O:22][C:23](=[O:25])[CH3:24])=[CH:15][N:14]=1)(=[O:10])[CH3:9]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 516892Sodium BicarbonateHCID 68586567HCID 68586567, compound

Product 1

HCID 59278637HCID 59278637, compound

Conditions

Temperature
0 °C

Procedure

5 ml (53.00 mmol) of acetic anhydride are added to 0.83 g of the crude product from example 26A, and without further solvent the mixture is stirred at +120° C. for 3 h. The reaction mixture is then cooled to 0° C., and 2 ml of saturated aqueous sodium bicarbonate solution are added. The aqueous phase is extracted twice with in each case 5 ml of dichloromethane, and the combined organic phases are dried over magnesium sulphate. After removal of the solvent, the crude product is used without further purification for the subsequent reaction.

Workup

  1. extractionThe aqueous phase is extracted twice with in each case 5 ml of dichloromethane
  2. dry with materialthe combined organic phases are dried over magnesium sulphate
  3. customAfter removal of the solvent
  4. customthe crude product is used without further purification for the subsequent reaction

Sources & evidence

ORD record
ord-a68d774265df4b848e8307b9d3b1417b
Source dataset
uspto-grants-2014_02
Patent number
US08653109B2

Reaction notes

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