2,2',4,4'-Tetrahydroxybenzophenone → HCID 14010400, compound

HRID 2119171Notes

Reaction equation

HRID 2119171 reaction equation
[OH:1][C:2]1[CH:17]=[C:16]([OH:18])[CH:15]=[CH:14][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][C:7]=1[OH:13])=[O:5].[C:19](Cl)(=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21]>N1C=CC=CC=1>[C:19]([O:1][C:2]1[CH:17]=[C:16]([O:18][C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])[CH:15]=[CH:14][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][C:9]([O:12][C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])=[CH:8][C:7]=1[O:13][C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])=[O:5])(=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21]

Participants

4

Reactant 2

HCID 85712,2',4,4'-TetrahydroxybenzophenoneHCID 62493Pivaloyl chloride

Product 1

HCID 14010400HCID 14010400, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 2.4 g (0.01 mole) of 2,2',4,4'-tetrahydroxybenzophenone and 5 g (0.04 mole) of pivaloylchloride was warmed to 50° C. in 75 mls of dry pyridine for 2 hrs with a drying tube attached. The solvent was removed via rotary evaporator and the residue was partitioned between H2O and CH2Cl2 ; the organic layer was washed with dilute K2CO3 and dried over MgSO4. After removal of solvent via rotary evaporation, the title compound was crystallized from ethanol. 4 g. (69%) yield. M.P.~154°-156° C.

Workup

  1. customThe solvent was removed via rotary evaporator
  2. customthe residue was partitioned between H2O and CH2Cl2
  3. washthe organic layer was washed with dilute K2CO3
  4. dry with materialdried over MgSO4
  5. customAfter removal of solvent
  6. customvia rotary evaporation
  7. customthe title compound was crystallized from ethanol
  8. custom(69%) yield

Sources & evidence

ORD record
ord-0fc32b4d0ef24a94a8141013d4cd4946
Source dataset
uspto-grants-1987_07
Patent number
US04683241

Reaction notes

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