Hydrogen Bromide → HCID 22111472, compound

HRID 565619Notes

Reaction equation

HRID 565619 reaction equation
[F:1][C:2]1[C:17]([F:18])=[C:16]([F:19])[C:15]([F:20])=[C:14]([F:21])[C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][C:9]([O:12]C)=[CH:8][CH:7]=1)=[O:5].Br>C(O)(=O)C>[F:1][C:2]1[C:17]([F:18])=[C:16]([F:19])[C:15]([F:20])=[C:14]([F:21])[C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1)=[O:5]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 11044839HCID 11044839, compound

Product 1

HCID 22111472HCID 22111472, compoundYield 78.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A round bottom flask provided with a condenser was supplied with 6.0 g of 2,3,4,5,6-pentafluoro-4′-methoxybenzophenone, 40 ml of glacial acetic acid, and 30 ml of an aqueous 48% hydrogen bromide solution. The resultant mixture was refluxed overnight and then cooled to a room temperature. The product was extracted from diethyl ether, dried with magnesium sulfate, filtered, and separated by distillation. It was recrystallized from toluene, to afford as white crystals 3.7 g (yield 78.8%) of 2,3,4,5,6-pentafluoro-4′-hydroxybenzophenone (hereinafter referred to as “HPBP”). The melting point of the product was 142° to 143° C. The NMR chemical shift of the crystals is shown in Table 1.

Workup

  1. customA round bottom flask provided with a condenser
  2. extractionThe product was extracted from diethyl ether
  3. dry with materialdried with magnesium sulfate
  4. filtrationfiltered
  5. customseparated by distillation
  6. customIt was recrystallized from toluene

Sources & evidence

ORD record
ord-030630a41f1c497d9bd8627e769ed6db
Source dataset
uspto-grants-2001_01
Patent number
US06172181B2

Reaction notes

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