Sodium Hydroxide → HCID 21459032, compound

HRID 725396Notes

Reaction equation

HRID 725396 reaction equation
O.O.[Sn](Cl)Cl.[CH3:6][O:7][C:8]1[CH:9]=[C:10]([CH:23]=[C:24]([N+:28]([O-])=O)[C:25]=1[O:26][CH3:27])[C:11]([C:13]1[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=1)=[O:12].[OH-].[Na+]>>[NH2:28][C:24]1[C:25]([O:26][CH3:27])=[C:8]([O:7][CH3:6])[CH:9]=[C:10]([CH:23]=1)[C:11]([C:13]1[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=1)=[O:12]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 61436Stannous chloride dihydrateHCID 21459133HCID 21459133, compound

Product 1

HCID 21459032HCID 21459032, compound

Procedure

49.5 g of tin dichloride dihydrate are added to 16.0 g of 3,4-dimethoxy-5-nitro-4'-(trifluoromethyl)benzophenone (dissolved in 300 ml of ethanol), whereupon the mixture is stirred at 75° for 30 minutes. Thereupon, the reaction mixture is poured into 800 ml of ice-water. It is neutralized with 28 percent sodium hydroxide solution and extracted three times with 600 ml of methylene chloride. The combined methylene chloride phases are washed with water, dried over sodium sulfate and evaporated. After recrystallization from methylene chloride/hexane there is obtained 5-amino-3,4-dimethoxy-4'-(trifluoromethyl)benzophenone of melting point 95°-96°.

Workup

  1. extractionextracted three times with 600 ml of methylene chloride
  2. washThe combined methylene chloride phases are washed with water
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customAfter recrystallization from methylene chloride/hexane there

Sources & evidence

ORD record
ord-85f3e6b617fa4e568a2016e58a0398a3
Source dataset
uspto-grants-1998_01
Patent number
US05705703

Reaction notes

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