Water → HCID 67896302, compound

HRID 1196686Notes

Reaction equation

HRID 1196686 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[C@H:13]([CH3:22])[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:3]=[CH:4][C:5]([C:8]2[C:12]3[C@H:13]([CH3:22])[CH2:14][CH2:15][C@H:16]([C:18]([OH:20])=[O:19])[CH2:17][C:11]=3[O:10][N:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 67895933HCID 67895933, compound

Product 1

HCID 67896302HCID 67896302, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.079 g (0.25 mmol) of methyl cis-3-(4-chlorophenyl)-5,6,7,8-tetrahydro-4-methyl-4H-cyclohept[d]isoxazole-7-carboxylate in 10 ml of dioxane was stirred at room temperature for 1 hour with 5 ml of 1N aqueous sodium hydroxide solution. Water was added and the solution was partially evaporated. The solution was acidified with 1N hydrochloric acid and the precipitate was collected, washed with water and dried to give 0.065 g of cis-3-(4-chlorophenyl)-5,6,7,8-tetrahydro-4-methyl-4H-cyclohept[d]isoxazole-7-carboxylic acid of melting point 213° C.

Workup

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

Sources & evidence

ORD record
ord-d8b52965b9e74633a76177348b0718ec
Source dataset
uspto-grants-1992_05
Patent number
US05114960

Reaction notes

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