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HRID 225379作成日:2026年10月25日

Sulfuric Acid → (1S,5R,6S,7R)-6-Formyl-7-methyl-2-oxabicyclo[3,3,0]octan-3-one

https://huagongshe.com/reaction/225379

反応式

関与物質

役割名称HCID仕込み量
反応物Sulfuric AcidHCID 1118—
反応物DichloromethaneHCID 6344—
反応物Trioxobis(pyridine)chromiumHCID 88565—
反応物Sodium BicarbonateHCID 516892—
反応物Sodium chloride; waterHCID 57417360—
溶媒Diethyl EtherHCID 3283—
生成物(1S,5R,6S,7R)-6-Formyl-7-methyl-2-oxabicyclo[3,3,0]octan-3-oneHCID 22805158—

反応手順

At 5°, a solution of 15 g. of the compound prepared according to Example 1(c) in 500 ml. of absolute methylene chloride is added to a solution of 136 g. of freshly prepared Collins reagent in 1 l. of absolute methylene chloride. The mixture is agitated for 30 minutes, combined with 2.5 l. of ether, and shaken in succession four times with respectively 150 ml. of 4% sodium bicarbonate solution, twice with respectively 175 ml. of 10% sulfuric acid, and four times with respectively 150 ml. of brine. After drying over magnesium sulfate, the mixture is evaporated under vacuum, thus obtaining 11.2 g. of the title compound as a brown oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04235930
出典データセットuspto-grants-1980_11
ORD IDord-64a8397d46c6422585ae73d45ce9ff4a
出典メモuspto-grants-1980_11