1-(4-n-Octyloxyphenyl)-4-tert-butoxycarbonylpiperazine → 1-(4-(Octyloxy)phenyl)piperazine

HRID 1386575Notes

Reaction equation

HRID 1386575 reaction equation
[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]2)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]>FC(F)(F)C(O)=O>[CH2:1]([O:9][C:10]1[CH:11]=[CH:12][C:13]([N:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)=[CH:14][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 1

HCID 211824491-(4-n-Octyloxyphenyl)-4-tert-butoxycarbonylpiperazine

Product 1

HCID 211823481-(4-(Octyloxy)phenyl)piperazineYield 44.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 1-(4-n-Octyloxyphenyl)-4-tert-butoxycarbonylpiperazine (2.61 g) in trifluoroacetic acid (20 ml) was stirred for 4 hours at ambient temperature. The reaction mixture was evaporated under reduced pressure, and to the residue was added a mixture of 1N NaOH aqueous solution and ethyl acetate. The organic layer was taken, and dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was evaporated under reduced pressure to give 1-(4-n-Octyloxyphenyl)piperazine (0.86 g).

Workup

  1. customThe reaction mixture was evaporated under reduced pressure
  2. additionto the residue was added
  3. additiona mixture of 1N NaOH aqueous solution and ethyl acetate
  4. dry with materialdried over magnesium sulfate
  5. filtrationThe magnesium sulfate was filtered off
  6. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-33fe1c744fdc47819a502e62f31b4ba6
Source dataset
uspto-grants-2001_07
Patent number
US06265536B1

Reaction notes

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