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Benzyl Bromide → 2,2'-Dihydroxy-4,4'-dibenzyloxybenzophenone

HRID 618595
Notes
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Reaction equation

HRID 618595 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](O)=[CH:8][C:7]=1[OH:13])=[O:5].[C:19](=[O:22])([O-])[O-].[K+].[K+].[CH2:25](Br)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C(O)C>[OH:13][C:7]1[CH:8]=[C:9]([O:22][CH2:19][C:2]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:3]=2)[CH:10]=[CH:11][C:6]=1[C:4]([C:3]1[CH:14]=[CH:15][C:16]([O:18][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[CH:17][C:2]=1[OH:1])=[O:5]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 85712,2',4,4'-TetrahydroxybenzophenoneHCID 11430Potassium Carbonate

Product 1

HCID 218472952,2'-Dihydroxy-4,4'-dibenzyloxybenzophenone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

12.3 parts of 2, 2',4,4'-tetrahydroxybenzophenone are dissolved in 150 parts absolute ethanol. After adding 7 parts potassium carbonate and 17.1 parts benzyl bromide, the mixture is heated on reflux overnight. After cooling to room temperature the crystals are filtered off and washed with 300 parts ethanol and dried. The compound of Example 10 has the following formula: ##STR16## Yield: 19.8 parts (92.5% of theory). Melting point: 140-142° C.

Workup

  1. temperaturethe mixture is heated
  2. temperatureon reflux overnight
  3. filtrationare filtered off
  4. washwashed with 300 parts ethanol
  5. customdried

Sources & evidence

ORD record
ord-d9ba47e7c59c46ee82a28b291f51f2f9
Source dataset
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05955005

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes