tert-Butyl piperazine-1-carboxylate → HCID 21906218, compound

HRID 988666Notes

Reaction equation

HRID 988666 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]=[C:12]=[O:13])=[O:4].[C:14]([N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15]>ClCCCl>[C:14]([N:21]1[CH2:22][CH2:23][N:24]([C:12]([NH:11][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:3]([O:2][CH3:1])=[O:4])=[O:13])[CH2:25][CH2:26]1)([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15]

Participants

4

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 519494Methyl 2-isocyanatobenzoate

Product 1

HCID 21906218HCID 21906218, compoundYield 55.1%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a stirring solution of 2-methoxycarbonylphenyl isocyanate (5.44 g, 30.71 mmol) in 1,2-dichloroethane (30 mL) was added Boc-piperazine (5.72 g, 30.71 mmol). After 1.5 h, the solvent was removed in vacuo and the solid residue was suspended in diethyl ether with vigorous stirring, then filtered and dried to give 6.15 g (55%) of a white solid. A second crop was isolated by adding hexanes to the mother liquor. The precipitate was again filtered and dried in vacuo to give 3.32 g (30%) of a white solid.

Workup

  1. customthe solvent was removed in vacuo
  2. filtrationfiltered
  3. customdried

Sources & evidence

ORD record
ord-7aefeb6863b04253bff9a1f502394645
Source dataset
uspto-grants-2003_10
Patent number
US06635657B1

Reaction notes

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