Hydrochloric Acid → HCID 53856078, compound

HRID 1196687Notes

Reaction equation

HRID 1196687 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.Cl>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

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 67896312HCID 67896312, compound

Product 1

HCID 53856078HCID 53856078, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.36 g (1.13 mmol) of methyl trans-3-(4-chlorophenyl)-5,6,7,8-tetrahydro-4-methyl-4H-cyclohept[d]isoxazole-7-carboxylate in 35 ml of dioxane was stirred at room temperature for 1 hour with 15 ml of 1N aqueous sodium hydroxide solution. Water was added and the solution was partially evaporated. Additional water was added to give a solution which was then acidified with 1N hydrochloric acid. The precipitate was filtered off, washed with water and dried to give 0.278 g of trans-3-(4-chlorophenyl)-5,6,7,8-tetrahydro-4-methyl-4H-cyclohept[d]isoxazole-7-carboxylic acid of melting point 154°-155° C.

Workup

  1. customthe solution was partially evaporated
  2. additionAdditional water was added
  3. customto give a solution which
  4. filtrationThe precipitate was filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-ed6aebada0134678bc593af53dd09022
Source dataset
uspto-grants-1992_05
Patent number
US05114960

Reaction notes

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