Sodium Hydroxide → HCID 12901229, compound

HRID 442554Notes

Reaction equation

HRID 442554 reaction equation
[F:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([C:8]2[CH:9]=[CH:10][CH:11]=[C:12]3[C:16]=2[NH:15][C:14](=[O:17])[CH2:13]3)=[O:7])=[CH:4][CH:3]=1.[OH-:20].[Na+]>O>[NH2:15][C:16]1[C:8]([C:6](=[O:7])[C:5]2[CH:18]=[CH:19][C:2]([F:1])=[CH:3][CH:4]=2)=[CH:9][CH:10]=[CH:11][C:12]=1[CH2:13][C:14]([OH:20])=[O:17]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12901224HCID 12901224, compound

Product 1

HCID 12901229HCID 12901229, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.5 g. (0.006 mole) of 7-(4-fluorobenzoyl) indolin-2-one in 50 ml. of 3N sodium hydroxide was refluxed under nitrogen for 45 min. The solution was cooled, diluted with an equal volume of water, filtered, and the filtrate was extracted two times with 50 ml. of ether. The aqueous basic solution was treated dropwise with glacial acetic acid until a heavy yellow precipitate formed. The precipitate was filtered off, washed thoroughly with water and air-dried. The yield was 1.1 g. (68%); m.p. 136°-137° C.

Workup

  1. additionA mixture of 1.5 g
  2. temperatureThe solution was cooled
  3. filtrationfiltered
  4. extractionthe filtrate was extracted two times with 50 ml
  5. additionThe aqueous basic solution was treated dropwise with glacial acetic acid until a heavy yellow precipitate
  6. customformed
  7. filtrationThe precipitate was filtered off
  8. washwashed thoroughly with water
  9. customair-dried

Sources & evidence

ORD record
ord-27c7599dd5554f2db5373b22b8664a2a
Source dataset
uspto-grants-1977_08
Patent number
US04045576

Reaction notes

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