Diisopropylethylamine → HCID 86701005, compound

HRID 1855166Notes

Reaction equation

HRID 1855166 reaction equation
CCN(C(C)C)C(C)C.[N:10]1([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1.[Cl:23][C:24]([Cl:34])([O:26][C:27](=O)[O:28]C(Cl)(Cl)Cl)[Cl:25]>C(Cl)Cl>[N:10]1([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:15][CH2:14][N:13]([C:27]([O:26][C:24]([Cl:34])([Cl:25])[Cl:23])=[O:28])[CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 94429TriphosgeneHCID 143452tert-Butyl piperazine-1-carboxylate

Product 1

HCID 86701005HCID 86701005, compoundYield 107.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

DIPEA (105 g, 0.81 mol) was added to a 0° C. solution of tert-butyl piperazine-1-carboxylate (25.0 g, 0.134 mol) in DCM (250 mL), followed by the addition of triphosgene (92 g, 0.27 mol) in portions over a 40 minute time period. The reaction mixture was allowed to warm to rt then was stirred at rt for 3 hrs, filtered and concentrated to afford 1-tert-butyl 4-trichloromethyl piperazine-1,4-dicarboxylate (50 g) as an oil.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-74209efeb6ab454dac3817eb7138e039
Source dataset
uspto-grants-2015_02
Patent number
US08962843B2

Reaction notes

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