Acetic Anhydride → HCID 67226405, compound

HRID 1043240Notes

Reaction equation

HRID 1043240 reaction equation
[NH2:1][C:2]1[C:3]([CH3:20])=[C:4]([CH:17]=[CH:18][CH:19]=1)[O:5][C:6]1[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:7]=1[C:8]([O:10][CH3:11])=[O:9].[C:21]([O:24]C(=O)C)(=O)[CH3:22].C([O-])(=O)C.[K+].[N:33](OCCC(C)C)=O>C1(C)C=CC=CC=1>[C:21]([N:1]1[C:2]2[C:3](=[C:4]([O:5][C:6]3[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:7]=3[C:8]([O:10][CH3:11])=[O:9])[CH:17]=[CH:18][CH:19]=2)[CH:20]=[N:33]1)(=[O:24])[CH3:22]

Participants

6

Reactant 4

HCID 7918Acetic AnhydrideHCID 8053Isoamyl NitriteHCID 517044Potassium AcetateHCID 67227617HCID 67227617, compound

Product 1

HCID 67226405HCID 67226405, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of EXAMPLE 446A (1.0 g), acetic anhydride (0.734 mL), and potassium acetate (0.428 g) in toluene (20 mL) was stirred at room temperature for three hours. To the flask was added isoamyl nitrite (1.03 mL). The reaction mixture was heated at 80° C. for 16 hours. The solvent was removed, and the residue was purified by flash column chromatography on silica gel to give the title compound.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by flash column chromatography on silica gel

Sources & evidence

ORD record
ord-b4e2f5db029141d9980f1cc70de6d4ca
Source dataset
uspto-grants-2013_10
Patent number
US08557983B2

Reaction notes

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