Acetyl chloride → HCID 19967263, compound

HRID 976461Notes

Reaction equation

HRID 976461 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[CH2:13][O:14][NH:15][C:16](=[O:18])[CH3:17])=[CH:5][CH:4]=1.[Al+3].[Cl-].[Cl-].[Cl-].[N+](C1C=CC=CC=1)([O-])=O.[C:32](Cl)(=[O:34])[CH3:33]>>[C:32]([C:8]1[CH:9]=[C:10]([CH2:13][O:14][NH:15][C:16](=[O:18])[CH3:17])[C:11]2[C:6]([CH:7]=1)=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=2)(=[O:34])[CH3:33]

Participants

5

Reactant 4

HCID 6367Acetyl chlorideHCID 7416NitrobenzeneHCID 6451240Aluminum(III) ChlorideHCID 9837740HCID 9837740, compound

Product 1

HCID 19967263HCID 19967263, compound

Procedure

Starting with a solution of the compound of Example 1 and AlCl3, in a solvent such as nitrobenzene, acetyl chloride is added dropwise at 12° C. and under nitrogen. The reaction is allowed to proceed for 2 hours at 12° C. and the reaction mixture is poured over ice. The crude mixture is extracted, dried, concentrated and chromatographed on silica. The title compound is obtained.

Workup

  1. additionis added dropwise at 12° C. and under nitrogen
  2. additionthe reaction mixture is poured over ice
  3. extractionThe crude mixture is extracted
  4. customdried
  5. concentrationconcentrated
  6. customchromatographed on silica

Sources & evidence

ORD record
ord-15a64a22caf14c80b486e83bd94d7697
Source dataset
uspto-grants-1997_03
Patent number
US05612368

Reaction notes

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