2,4-Dihydroxybenzophenone → HCID 14010403, compound

HRID 2292190Notes

Reaction equation

HRID 2292190 reaction equation
[OH:1][C:2]1[CH:15]=[C:14]([OH:16])[CH:13]=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[C:17](Cl)(=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19]>N1C=CC=CC=1>[C:17]([O:1][C:2]1[CH:15]=[C:14]([O:16][C:17](=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19])[CH:13]=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5])(=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19]

Participants

4

Reactant 2

HCID 85722,4-DihydroxybenzophenoneHCID 62493Pivaloyl chloride

Product 1

HCID 14010403HCID 14010403, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2,4-dihydroxybenzophenone 1 g (0.005 mole) was warmed to 50° C. with 1.25 g (0.015 mole) of pivaloyl chloride and 30 mls of dry pyridine solvent removed by rotary evaporation H2O+EtOAc+Et2O added and stirred. Layers were separated and the organic layer was washed with 5% K2CO3, then H2O, then dried over Na2SO4. Solvent was removed after filtration via rotary evaporator. The resulting oily residue was placed on top of a 15 g florisil column and eluted with toluene. Product isolated by removal of solvent. Oil.

Workup

  1. customremoved by rotary evaporation H2O+EtOAc+Et2O
  2. additionadded
  3. customLayers were separated
  4. washthe organic layer was washed with 5% K2CO3
  5. dry with materialH2O, then dried over Na2SO4
  6. customSolvent was removed
  7. filtrationafter filtration
  8. customvia rotary evaporator
  9. washeluted with toluene
  10. customProduct isolated by removal of solvent

Sources & evidence

ORD record
ord-90ccd95674904313a62c0fd17bf0a250
Source dataset
uspto-grants-1989_01
Patent number
US04801610

Reaction notes

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