Hydrochloric Acid → HCID 18357661, compound

HRID 428042Notes

Reaction equation

HRID 428042 reaction equation
N1([C:6]23[CH2:21][CH2:20][CH2:19][CH2:18][CH:7]2[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[Br:17])=[N:9][O:10]3)CCCC1.Cl.[OH-].[K+]>CO>[O:10]1[C:6]2[CH2:21][CH2:20][CH2:19][CH2:18][C:7]=2[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[Br:17])=[N:9]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 18357690HCID 18357690, compound

Product 1

HCID 18357661HCID 18357661, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 5.8 g of 2-(3a,4,5,6,7,7a-hexahydro-7a-pyrrolidino-1,2-benzisoxazol-3-yl)-bromobenzene in 60 ml of methanol was added 100 ml of concentrated hydrochloric acid and the solution was refluxed for 20 min. The solution was cooled to room temperature and neutralised with 10M potassium hydroxide solution. The solution was extracted with 400 ml then 200 ml of methylene chloride and the combined organic layers were dried over sodium sulfate and evaporated to yield 4.5 g of 2-(4,5,6,7-tetrahydro-1,2-benzisoxazol-3-yl)-bromobenzene as a gum, GC-M.S. (E.I.) (M/Z): 277 [M]+.

Workup

  1. temperaturethe solution was refluxed for 20 min
  2. extractionThe solution was extracted with 400 ml
  3. dry with material200 ml of methylene chloride and the combined organic layers were dried over sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-489824dec39941f890525eed8193ffbe
Source dataset
uspto-grants-2001_11
Patent number
US06313139B1

Reaction notes

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