Tetrahydrofuran → 1-(N-(5,5,7,7-tetramethyl-2-octenyl)-2-aminoethyl)piperazine

HRID 249034

Reaction equation

HRID 249034 reaction equation
Cl[CH2:2][CH:3]=[CH:4][CH2:5][C:6]([CH3:13])([CH3:12])[CH2:7][C:8]([CH3:11])([CH3:10])[CH3:9].[NH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.[O-2].[Mg+2].C1COCC1>C(OCC)C>[CH3:12][C:6]([CH3:13])([CH2:7][C:8]([CH3:11])([CH3:10])[CH3:9])[CH2:5][CH:4]=[CH:3][CH2:2][NH:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 8795AminoethylpiperazineHCID 1359701-Chloro-5,5,7,7-tetramethyl-2-octeneHCID 6850729Magnesium monoxide

Product 1

HCID 542799701-(N-(5,5,7,7-tetramethyl-2-octenyl)-2-aminoethyl)piperazine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In a similar manner to Example 4, 10 g (4.95 mmol) of 1-chloro-5,5,7,7-tetramethyl-2-octene, 64 g (495 mmol) of 1-(2-aminoethyl)piperazine, 10 g (248 mmol) of magnesium oxide and 30 ml of THF are refluxed for 4 h. The mixture is diluted with 300 ml of diethyl ether and extracted once each with 5% strength aqueous NaOH and water, concentrated and dried at 40° C./1 mbar. Yield: quantitative.

Workup

  1. extractionextracted once each with 5% strength aqueous NaOH and water
  2. concentrationconcentrated
  3. customdried at 40° C./1 mbar

Sources & evidence

ORD record
ord-1c228ac5a2254cd78305c409ba3fdf39
Source dataset
uspto-grants-1993_05
Patent number
US05212248

Linked notes

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