ChemicalBook CAS DataBase List 4-Hydroxy-3-mesityl-1-oxaspiro(4.4)non-3-en-2-one

4-Hydroxy-3-mesityl-1-oxaspiro(4.4)non-3-en-2-one synthesis

5synthesis methods

Product Name:4-Hydroxy-3-mesityl-1-oxaspiro(4.4)non-3-en-2-one
CAS Number:148476-30-6
Molecular formula:C17H20O3
Molecular Weight:272.34

4408-60-0
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41248-23-1 Synthesis

41248-23-1
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$64.00/100mg

4-Hydroxy-3-mesityl-1-oxaspiro(4.4)non-3-en-2-one

148476-30-6
24 suppliers
$180.00/10mg

Yield:148476-30-6 85%

Reaction Conditions:

Stage #1: 2-mesitylacetic acid;hydroxycyclopentanecarboxylic acid ethyl esterwith trichlorophosphate in toluene at 20;
Stage #2: with sodium hydroxide in toluene; for 8 h;Reflux;

Steps:

1.2; 2 2. Synthesis of 3-(2,4,6-trimethylphenyl)-2-oxo-1-oxaspiro[4,4]indole-3-en-4-ol

474 g (3.0 mol) of ethyl hydroxycyclopentacarboxylate, 551.8 g (3.1 mol) of 2,4,6-trimethylphenylacetic acid dissolvedIn a 1500 mL toluene solution, 822.0 g (6.0 mol) of phosphorus trichloride was added dropwise at room temperature, and the addition was continued at room temperature.Stir overnight, add 450 mL of saturated ammonium chloride solution, separate the organic layer, then add 140.0 g (3.5 mol) into sodium hydroxide, addHeat reflux for 8 h. At the same time, the produced by-product ethanol is distilled off, the reaction is completed, cooled to room temperature, and the reactant is neutralized to pH with concentrated hydrochloric acid.=5-6, then washed with water, dried over anhydrous sodium sulfate and evaporated.943.5 g, yield 85%.

References:

CN109020936,2018,A Location in patent:Paragraph 0024-0027; 0030; 0031