Diethyl Ether → HCID 19358373, compound

HRID 377213Notes

Reaction equation

HRID 377213 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])(C)C.Cl[CH2:15][C:16]#[N:17].[CH3:18][CH2:19]N(C(C)C)C(C)C.CCOCC>ClCCl>[C:16]([CH2:15][N:11]1[CH2:10][CH2:9][N:8]([C:6]([O:5][CH2:1][CH2:4][CH2:18][CH3:19])=[O:7])[CH2:13][CH2:12]1)#[N:17]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 7856ChloroacetonitrileHCID 81531DiisopropylethylamineHCID 143452tert-Butyl piperazine-1-carboxylate

Product 1

HCID 19358373HCID 19358373, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of N-t-butoxycarbonylpiperazine (10 g, 53.8 mmol), chloroacetonitrile (4 mL, 1.05 equiv.) and DIEA (10 mL, 1.1 equiv.) in dichloromethane (300 mL) was refluxed overnight. The reaction mixture was evaporated to give a thick oil, which was tritiated with ether (30 mL) and the organic layer was separated and stored in freezer overnight and filtered. The ether solution was evaporated to give the product as a white solid (12.7 g).

Workup

  1. customThe reaction mixture was evaporated
  2. customto give a thick oil, which
  3. customthe organic layer was separated
  4. filtrationfiltered
  5. customThe ether solution was evaporated

Sources & evidence

ORD record
ord-736580cd58f04b35b2e560afcfa87fdf
Source dataset
uspto-grants-2000_02
Patent number
US06025372

Reaction notes

Loading…