Sodium Hydroxide → 2-Amino-4'-fluorobenzophenone

HRID 23770

Reaction equation

HRID 23770 reaction equation
CS(O)(=O)=O.[NH2:6][C:7]1[CH:21]=[CH:20][CH:19]=[CH:18][C:8]=1[C:9]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)=[O:10].[OH-].[Na+]>ClC1C=CC=CC=1Cl>[NH2:6][C:7]1[CH:21]=[CH:20][CH:19]=[CH:18][C:8]=1[C:9]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)=[O:10]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53446970(2-Aminophenyl)(4-fluorophenyl)methanone methanesulfonate

Product 1

HCID 98372872-Amino-4'-fluorobenzophenoneYield 92%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Conditions

Temperature
80 °C

Procedure

30 g of 2-amino-4′-fluorobenzophenone methanesulfonate was added to 150 g of o-dichlorobenzene, the resulting mixture was heated at 80° C. Then, the reaction solution was made alkaline with 25% aqueous solution of sodium hydroxide. The reaction solution was separated into phases at the same temperature and washed with 5% brine solution. The organic phase was dried over anhydrous magnesium sulfate, and filtered at 80° C. The filtrate was gradually cooled, stirred at 0 to 5° C. for 4 hours, filtered and washed with a small amount of toluene. After drying, 19 g of 2-amino-4′-fluorobenzophenone was obtained.

Workup

  1. customThe reaction solution was separated into phases at the same temperature
  2. washwashed with 5% brine solution
  3. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  4. filtrationfiltered at 80° C
  5. temperatureThe filtrate was gradually cooled
  6. filtrationfiltered
  7. washwashed with a small amount of toluene
  8. customAfter drying

Sources & evidence

ORD record
ord-eafd355cc1974afdb0be82430617665d
Source dataset
uspto-grants-2005_02
Patent number
US06852862B2

Linked notes

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