Sodium Hydroxide → Sodium 2-amino-3-benzoyl-alpha-methylphenylacetate Hydrate

HRID 442553

Reaction equation

HRID 442553 reaction equation
[C:1]([C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:17]=1[NH:16][C:15](=[O:18])[CH:14]2[CH3:19])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:20].[Na+:21]>O>[OH2:8].[NH2:16][C:17]1[C:9]([C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:10][CH:11]=[CH:12][C:13]=1[CH:14]([CH3:19])[C:15]([O-:20])=[O:18].[Na+:21]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 129012437-Benzoyl-3-methyl-1,3-dihydro-2H-indol-2-one

Product 1

HCID 70591625Sodium 2-amino-3-benzoyl-alpha-methylphenylacetate Hydrate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 9 g. (0.036 mole) of 7-benzoyl-3-methylindolin-2-one in 100 ml. of 3N sodium hydroxide was refluxed for 18 hrs. under nitrogen. The mixture was filtered and stripped under water pump vacuum to yield a gummy mixture of sodium hydroxide, water, and product. The mixture was triturated with boiling isopropanol and filtered. The isopropanol solution was cooled and filtered to separate the bright yellow product. The product weighed 4.0 g. and melted at 218° C. (dec.)

Workup

  1. additionA suspension of 9 g
  2. filtrationThe mixture was filtered
  3. customto yield
  4. customThe mixture was triturated with boiling isopropanol
  5. filtrationfiltered
  6. temperatureThe isopropanol solution was cooled
  7. filtrationfiltered
  8. customto separate the bright yellow product

Sources & evidence

ORD record
ord-6763f917c09b4e4bbd1a9ceb3e1d99ed
Source dataset
uspto-grants-1977_08
Patent number
US04045576

Linked notes

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