Chlorine monoxide → Ethyl 5-Hydroxy-4-Methyl-7-(3-Methyl-2-Octyl)-Coumarin-3-Propionate

HRID 1833422

Reaktionsgleichung

Reaktionsgleichung von HRID 1833422
[CH3:1][CH:2]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH:3]([C:5]1[CH:6]=[C:7]([OH:12])[CH:8]=[C:9]([CH:11]=1)[OH:10])[CH3:4].[C:18]([CH:21]([CH2:27][CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])[C:22](OCC)=[O:23])(=O)[CH3:19].O(Cl)Cl>>[OH:10][C:9]1[CH:11]=[C:5]([CH:3]([CH:2]([CH3:1])[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH3:4])[CH:6]=[C:7]2[C:8]=1[C:18]([CH3:19])=[C:21]([CH2:27][CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])[C:22](=[O:23])[O:12]2

Komponenten

4

Edukt 3

HCID 24646Chlorine monoxideHCID 73915Diethyl 2-acetylglutarateHCID 2581765-(3-Methyloctan-2-yl)benzene-1,3-diol

Produkt 1

HCID 22765004Ethyl 5-Hydroxy-4-Methyl-7-(3-Methyl-2-Octyl)-Coumarin-3-Propionate

Versuchsvorschrift

A mixture of 262 g. (1.109 mole) of 5-(3-methyl-2-octyl)resorcinol, 283 g. (1.23 mole) of diethyl α-acetylglutarate, and 170 g. (1.11 mole) of phorphorus oxychloride protected from atmospheric mositure is stirred at room temperature for 12 days. The mixture is taken up in benzene-ether and the solution is washed several times with water, aqueous sodium bicarbonate, water and dried over anhydrous magnesium sulfate. After removal of the solvent, 441 g. of an oil is obtained, which solidifies on standing.

Aufarbeitung

  1. additionA mixture of 262 g
  2. washthe solution is washed several times with water, aqueous sodium bicarbonate, water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customAfter removal of the solvent, 441 g
  5. customof an oil is obtained

Quellen und Nachweise

ORD-Eintrag
ord-512ec0595d0e4f4f9427f04f33fd8ab3
Quelldatensatz
uspto-grants-1978_01
Patentnummer
US04066667

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