HCID 67895931, compound → HCID 67896177, compound

HRID 1196665Notes

Reaction equation

HRID 1196665 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]([CH2:21][CH3:22])([C:17]([O:19][CH3:20])=[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]([CH2:21][CH3:22])([C:17]([O:19][CH3:20])=[O:18])[CH2:16][C:11]=3[O:10][N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 67895931HCID 67895931, compound

Product 1

HCID 67896177HCID 67896177, compoundYield 41.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 4.7 g (12 mmol) of methyl 3-(4-chlorophenyl)-6-ethyl-3a,4,5,6,7,7a-hexahydro-7a-pyrrolidino-1,2-benzisoxazole-6-carboxylate in 200 ml of 2N hydrochloric acid was heated under reflux for 6 hours. The mixture was extracted with diethyl ether and the extracts were dried over magnesium sulfate and evaporated. After crystallization from methylcyclohexane, there were obtained 1.58 g of methyl 3-(4-chlorophenyl)-6-ethyl-4,5,6,7-tetrahydro-1,2-benzisoxazole-6-carboxylate of melting point 101°-102.5° C.

Workup

  1. temperatureunder reflux for 6 hours
  2. extractionThe mixture was extracted with diethyl ether
  3. dry with materialthe extracts were dried over magnesium sulfate
  4. customevaporated
  5. customAfter crystallization from methylcyclohexane

Sources & evidence

ORD record
ord-42ce8ae16dd24629a8a985f1b3f14a39
Source dataset
uspto-grants-1992_05
Patent number
US05114960

Reaction notes

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