HCID 67896192, compound → HCID 19899043, compound

HRID 1196661Notes

Reaction equation

HRID 1196661 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]3[CH2:13][CH2:14][C:15]([CH3:21])([C:17]([O:19]C)=[O:18])[CH2:16][C:11]3(N3CCCC3)[O:10][N:9]=2)=[CH:4][CH:3]=1>Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]3[CH2:13][CH2:14][C:15]([CH3:21])([C:17]([OH:19])=[O:18])[CH2:16][C:11]=3[O:10][N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 67896192HCID 67896192, compound

Product 1

HCID 19899043HCID 19899043, compoundYield 75.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 9.1 g of methyl 3-(4-chlorophenyl)-3a,4,5,6,7,7a -hexahydro-6-methyl-7a-pyrrolidino-1,2-benzisoxazole-6-carboxylate in 100 ml of 2N hydrochloric acid was heated under reflux for 6 hours. The product which separated on cooling was extracted with ethyl acetate and the ethyl acetate extract was dried over magnesium sulfate and evaporated. After crystallization from ethyl acetate/hexane there was obtained 5.3 g of 3-(4-chlorophenyl)-4,5,6,7-tetrahydro-6-methyl-1,2-benzisoxazole-6-carboxylic acid of melting point 185°-187° C.

Workup

  1. temperatureunder reflux for 6 hours
  2. customThe product which separated
  3. temperatureon cooling
  4. extractionwas extracted with ethyl acetate
  5. extractionthe ethyl acetate extract
  6. dry with materialwas dried over magnesium sulfate
  7. customevaporated
  8. customAfter crystallization from ethyl acetate/hexane there

Sources & evidence

ORD record
ord-8dd36fea58fd4828b5b7aa652f93b797
Source dataset
uspto-grants-1992_05
Patent number
US05114960

Reaction notes

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