Triethylamine → HCID 12944854, compound

HRID 2286761Notes

Reaction equation

HRID 2286761 reaction equation
[CH2:1]=[CH:2][C:3](=[O:9])[CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8].[CH3:10][CH:11]1[C:15](=[O:16])[CH2:14][CH2:13][C:12]1=[O:17].C(N(CC)CC)C>C(OCC)(=O)C>[CH3:10][C:11]1([CH2:1][CH2:2][C:3](=[O:9])[CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8])[C:15](=[O:16])[CH2:14][CH2:13][C:12]1=[O:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 130052-Methyl-1,3-cyclopentanedioneHCID 118047521,7-octadien-3-one

Product 1

HCID 12944854HCID 12944854, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1,7-Octadien-3-one(1.782 g), 2-methyl-1,3-cyclopentanedione (2 g) and triethylamine (4 ml) are added to ethyl acetate (40 ml) and the mixture is stirred at room temperature for 30 hours. The triethylamine and ethyl acetate are evaporated off and the residue is purified by silica gel column chromatography (methylene chloride) to recover 2.744 g of the above-indicated compound. [IR 1723 cm-1, 1641 cm-1, 918 cm-1 ; NMR 1.02 ppm (3H, singlet, --CH3), 4.7-6.2 (3H, multiplet, vinyl)].

Workup

  1. customThe triethylamine and ethyl acetate are evaporated off
  2. customthe residue is purified by silica gel column chromatography (methylene chloride)
  3. customto recover 2.744 g of the above-indicated compound

Sources & evidence

ORD record
ord-9732ec6c90284b4aa6b2e5ed0ac60a8d
Source dataset
uspto-grants-1981_05
Patent number
US04267377

Reaction notes

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