HCID 21077868, compound → Methyl 3-(2-phenoxyethyl)-1-piperazinecarboxylate

HRID 750469Notes

Reaction equation

HRID 750469 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([O:16][CH3:17])=[O:15])[CH2:10][CH:9]1[CH2:18][CH2:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=O)(C)(C)C>ClCCl.FC(F)(F)C(O)=O>[CH3:17][O:16][C:14]([N:11]1[CH2:12][CH2:13][NH:8][CH:9]([CH2:18][CH2:19][O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:10]1)=[O:15]

Participants

4

Reactant 1

HCID 21077868HCID 21077868, compound

Product 1

HCID 21077876Methyl 3-(2-phenoxyethyl)-1-piperazinecarboxylateYield 99.2%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of (RS)-1-(tert-butyloxycarbonyl)-4-methoxycarbonyl-2-(2-phenoxyethyl)piperazine (D8) (1.4 g, 3.85 mmol) in dichloromethane (30 ml) and trifluoroacetic acid (5 ml) was stirred at 35° C. for 0.75 h. On cooling, the mixture was evaporated in vacuo and the residue partitioned between dichloromethane and IN sodium hydroxide (50 ml each). The organic layer was dried (Na2SO4) and evaporated in vacuo to afford the title compound as a colourless oil (1.01 g, 99%). Mass spectrum (AP+): Found 265 (MH+). C14H20N2O3 requires 264.

Workup

  1. temperatureOn cooling
  2. customthe mixture was evaporated in vacuo
  3. customthe residue partitioned between dichloromethane and IN sodium hydroxide (50 ml each)
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-98e617c84561414c864a16299098291a
Source dataset
uspto-grants-2008_07
Patent number
US07405217B2

Reaction notes

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