Acetic Anhydride → HCID 53788761, compound

HRID 1165098Notes

Reaction equation

HRID 1165098 reaction equation
[CH3:1][C:2]([CH2:14][CH2:15][CH2:16][CH:17]([CH3:29])[CH2:18][CH2:19][CH2:20][CH:21]([CH3:28])[CH2:22][CH2:23][CH2:24][CH:25]([CH3:27])[CH3:26])=[CH:3][CH2:4][C:5]1[C:10]([OH:11])=[CH:9][C:8]([OH:12])=[CH:7][C:6]=1[OH:13].C(O[C:34](=[O:36])[CH3:35])(=O)C>N1C=CC=CC=1>[CH3:1][C:2]([CH2:14][CH2:15][CH2:16][CH:17]([CH3:29])[CH2:18][CH2:19][CH2:20][CH:21]([CH3:28])[CH2:22][CH2:23][CH2:24][CH:25]([CH3:27])[CH3:26])=[CH:3][CH2:4][C:5]1[C:6]([O:13][C:10](=[O:11])[CH3:9])=[CH:7][C:8]([O:12][C:8](=[O:12])[CH3:7])=[CH:9][C:10]=1[O:11][C:34](=[O:36])[CH3:35]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 53662253HCID 53662253, compound

Product 1

HCID 53788761HCID 53788761, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-(3,7,11,15-Tetramethyl-2-hexadecenyl)-1,3,5-benzenetriol (1.00 g;2.47 mmole) was dissolved in 10 ml of pyridine and 833 mg (8.16 mmole) of acetic anhydride was added thereto with ice-cooling, followed by bringing it back to room temperature, stirring for 4 hours, removing the solvent by distillation and subjecting the resulting residue to silica gel column chromatography to thereby recover 0.77 g of the title compound from the fractions eluted with hexane-ethyl acetate (5:1). Yield=59%.

Workup

  1. temperaturewith ice-cooling
  2. customback to room temperature
  3. customremoving the solvent
  4. distillationby distillation
  5. customto thereby recover 0.77 g of the title compound from the fractions
  6. washeluted with hexane-ethyl acetate (5:1)

Sources & evidence

ORD record
ord-2b41b403136b45fc8b056b98779e67fb
Source dataset
uspto-grants-1990_03
Patent number
US04906669

Reaction notes

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