Water → HCID 67896241, compound

HRID 1196682Notes

Reaction equation

HRID 1196682 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[C@H:13]([S:22][CH3:23])[CH2:14][CH2:15][C@H:16]([C:18]([O:20]C)=[O:19])[CH2:17][C:11]=3[O:10][N:9]=2)=[CH:4][CH:3]=1.[OH-].[Na+].O>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[C@H:13]([S:22][CH3:23])[CH2:14][CH2:15][C@H:16]([C:18]([OH:20])=[O:19])[CH2:17][C:11]=3[O:10][N:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 67896175HCID 67896175, compound

Product 1

HCID 67896241HCID 67896241, compoundYield 63.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.024 g (0.068 mmol) of methyl cis-3-(4-chlorophenyl)-5,6,7,8-tetrahydro-4-methylthio-4H-cyclohept[d]isoxazole-7-carboxylate was stirred in 5 ml of dioxane and 2 ml of 1N aqueous sodium hydroxide solution were added. The mixture was stirred at room temperature for 1 hour. Water was then added and the solution was partially evaporated. The aqueous solution was acidified with 1N hydrochloric acid and the precipitate was collected, washed with water and dried to give 0.0146 g of cis-3-(4-chlorophenyl)-5,6,7,8-tetrahydro-4-methylthio-4H-cyclohept[d]isoxazole7-carboxylic acid of melting point 241°-242° C.

Workup

  1. customthe solution was partially evaporated
  2. customthe precipitate was collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-8ac93076cb344299a006869d06c76e8e
Source dataset
uspto-grants-1992_05
Patent number
US05114960

Reaction notes

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