Hydrochloric Acid → 6-Fluoro-(3-pyrrolidinyl)-1,2-benzisoxazole hydrochloride

HRID 1456751Notes

Reaction equation

HRID 1456751 reaction equation
C(OC([N:6]1[CH2:10][CH2:9][CH:8]([C:11]2[C:15]3[CH:16]=[CH:17][C:18]([F:20])=[CH:19][C:14]=3[O:13][N:12]=2)[CH2:7]1)=O)=C.[ClH:21]>C(O)(C)C>[ClH:21].[F:20][C:18]1[CH:17]=[CH:16][C:15]2[C:11]([CH:8]3[CH2:9][CH2:10][NH:6][CH2:7]3)=[N:12][O:13][C:14]=2[CH:19]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54292253HCID 54292253, compound

Product 1

HCID 219599956-Fluoro-(3-pyrrolidinyl)-1,2-benzisoxazole hydrochloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 3-(6-fluoro-1,2-benzisoxazol-3-yl)-1-pyrrolidinylcarboxyic acid ethenyl ester (5.1 g, 18.4 mmol, hydrochloric acid (5 ml), and isopropyl alcohol (50 ml) was heated at reflux for 3.5 hours. At the end of the reaction, the solvent was reduced to about 30 ml on a rotary evaporator and the mixture was cooled to 0° C. for 2 hours. The crystals were collected by filtration and rinsed with cold isopropyl alcohol. The 6-fluoro-3-(3-pyrrolidinyl)-1,2-benzisoxazole hydrochloride product weighed 3.09 g (69%), m.p.=225°-227° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 3.5 hours
  3. customAt the end of the reaction
  4. customthe solvent was reduced to about 30 ml on a rotary evaporator
  5. filtrationThe crystals were collected by filtration
  6. washrinsed with cold isopropyl alcohol

Sources & evidence

ORD record
ord-8e186674495e463bb887b009671e1c6e
Source dataset
uspto-grants-1998_12
Patent number
US05843977

Reaction notes

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