Hydrochloric Acid → HCID 69677694, compound

HRID 1816724Notes

Reaction equation

HRID 1816724 reaction equation
[CH:1]1([O:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([N:18]3[CH2:23][CH2:22][N:21]([C:24]4[CH:34]=[CH:33][C:27]([C:28]([O:30]CC)=[O:29])=[CH:26][CH:25]=4)[CH2:20][CH2:19]3)=[CH:14][CH:13]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O1CCCC1.[OH-].[Na+].[ClH:42]>O.C(O)C>[ClH:42].[ClH:42].[CH:1]1([O:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:13]=[CH:14][C:15]([N:18]3[CH2:19][CH2:20][N:21]([C:24]4[CH:34]=[CH:33][C:27]([C:28]([OH:30])=[O:29])=[CH:26][CH:25]=4)[CH2:22][CH2:23]3)=[CH:16][CH:17]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 22494704HCID 22494704, compound

Product 1

HCID 69677694HCID 69677694, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of ethyl 4-[4-[4-(3-cyclohexyloxypropyloxy)phenyl]piperazin-1-yl]benzoate (290 mg) in the mixed solvent of tetrahydrofuran (15 ml) and ethanol (3 ml) was treated with 10% sodium hydroxide aqueous solution (0.50 ml), and the mixture was refluxed for 8 hours. After cooling, water was added to the reaction mixture, and the acidity of the mixture was adjusted to pH 1 with 1N-hydrochloric acid. The resulting precipitate was filtered, washed with water and dried under reduced pressure to give 4-[4-[4-(3-cyclohexyloxypropyloxy)phenyl]piperazin-1-yl]benzoic acid dihydrochloride (96 mg) as a pale brown solid.

Workup

  1. temperaturethe mixture was refluxed for 8 hours
  2. temperatureAfter cooling
  3. filtrationThe resulting precipitate was filtered
  4. washwashed with water
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-657ff13d99854a588e95423bf9615985
Source dataset
uspto-grants-2005_04
Patent number
US06884868B1

Reaction notes

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