Sodium Hydroxide → HCID 23190146, compound

HRID 266559Notes

Reaction equation

HRID 266559 reaction equation
[Cl:1][C:2]1[CH:22]=[C:21]([S:23][CH3:24])[CH:20]=[CH:19][C:3]=1[C:4]([C:6]1[C:7]([C:14]([O:16]CC)=[O:15])=[N:8][O:9][C:10]=1[CH:11]1[CH2:13][CH2:12]1)=[O:5].[OH-].[Na+]>C(O)C.O>[Cl:1][C:2]1[CH:22]=[C:21]([S:23][CH3:24])[CH:20]=[CH:19][C:3]=1[C:4]([C:6]1[C:7]([C:14]([OH:16])=[O:15])=[N:8][O:9][C:10]=1[CH:11]1[CH2:13][CH2:12]1)=[O:5]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 53984487HCID 53984487, compound

Product 1

HCID 23190146HCID 23190146, compoundYield 94.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Ethyl 4-(2-chloro-4-methylsulphenylbenzoyl]-5-cyclopropylisoxazole-3-carboxylate (2.4 g) was added to a stirred solution of sodium hydroxide (2.2 g) in ethanol and water while maintaining the temperature below 0° C. The mixture was stirred at below 0° C. for 2 hours. The mixture was carefully acidified to pH1 at 0° C. and the solid was filtered off and dried to give 4-(2-chloro-4-methylsulphenylbenzoyl)-5-cyclopropylisoxazole-3-carboxylic acid (2.1 g) as an off-white solid, m.p. 106°-108° C. (decomposition).

Workup

  1. temperaturewhile maintaining the temperature below 0° C
  2. customwas carefully acidified to pH1 at 0° C.
  3. filtrationthe solid was filtered off
  4. customdried

Sources & evidence

ORD record
ord-24c3c5082c634110bfe743e4f18c5add
Source dataset
uspto-grants-1997_07
Patent number
US05650533

Reaction notes

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