Acetic Anhydride → HCID 21551856, compound

HRID 268444Notes

Reaction equation

HRID 268444 reaction equation
[CH3:1][C:2]1([CH3:31])[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[C:5]2[C:14]([OH:30])=[CH:15][C:16]([CH:18]([CH2:20][CH2:21][CH2:22][C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)[CH3:19])=[CH:17][C:4]=2[O:3]1.[C:32](OC(=O)C)(=[O:34])[CH3:33]>N1C=CC=CC=1>[C:32]([O:30][C:14]1[C:5]2[C:6]([C:8]3[CH:9]=[CH:10][N:11]=[CH:12][CH:13]=3)=[CH:7][C:2]([CH3:1])([CH3:31])[O:3][C:4]=2[CH:17]=[C:16]([CH:18]([CH2:20][CH2:21][CH2:22][C:23]2[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=2)[CH3:19])[CH:15]=1)(=[O:34])[CH3:33]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 21551860HCID 21551860, compound

Product 1

HCID 21551856HCID 21551856, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4.17 g. (0.01 mole) of the hydroxy compound of Example 3 was dissolved in 8 ml. of dry pyridine to which was added 1.22 g. (0.012 mole) of acetic anhydride. The reaction was stirred at room temperature overnight, evaporated, treated with benzene and evaporated again. The residue was taken up in ether, washed with water, dried over magnesium sulfate and evaporated. The compound was then purified on a Florosil activated aluminum magnesium silicate column using methanolbenzene as an eluting solvent to obtain a glass residue. IR and Raman spectra confirmed the structure.

Workup

  1. customevaporated
  2. additiontreated with benzene
  3. customevaporated again
  4. washwashed with water
  5. dry with materialdried over magnesium sulfate
  6. customevaporated
  7. customThe compound was then purified on a Florosil activated aluminum magnesium silicate column
  8. customto obtain a glass residue

Sources & evidence

ORD record
ord-ba500166dacd432fa9b5321a50a70b8a
Source dataset
uspto-grants-1976_03
Patent number
US03947462

Reaction notes

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