Hydrochloric Acid → HCID 67326992, compound

HRID 1023348Notes

Reaction equation

HRID 1023348 reaction equation
[F:1][C:2]1[CH:30]=[CH:29][C:5]([O:6][CH2:7][CH2:8][C:9]2[CH:28]=[CH:27][C:12]([CH2:13][N:14]3[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]3)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.Cl>CCO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][CH2:8][C:9]2[CH:28]=[CH:27][C:12]([CH2:13][N:14]3[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]3)=[CH:11][CH:10]=2)=[CH:29][CH:30]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67379461HCID 67379461, compound

Product 1

HCID 67326992HCID 67326992, compoundYield 82.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

To an EtOH (25 mL) solution of tert-butyl 4-{4-[2-(4-fluorophenoxy)ethyl]-benzyl}piperazine-1-carboxylate (2.36 g) was added 6 M HCl (9.49 mL) at room temperature. After stirring at 40° C. for 3 hours, the solvent was removed under reduced pressure. The resulting precipitate was collected by filtration, and dissolved in water. The solution was alkalified with 5 M NaOH, and extracted with CH2Cl2. The organic layer was washed with saturated aqueous NaCl, dried over anhydrous MgSO4, and concentrated under reduced pressure to afford 1-{4-[2-(4-fluorophenoxy)ethyl]benzyl}piperazine as a colorless oil (1.47 g).

Workup

  1. customthe solvent was removed under reduced pressure
  2. filtrationThe resulting precipitate was collected by filtration
  3. dissolutiondissolved in water
  4. extractionextracted with CH2Cl2
  5. washThe organic layer was washed with saturated aqueous NaCl
  6. dry with materialdried over anhydrous MgSO4
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-514f7376662041e892a8239692b8a609
Source dataset
uspto-grants-2014_05
Patent number
US08722663B2

Reaction notes

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