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HRID 363827作成日:2026年10月27日

Isopropanol → 2-Buten-1-ol, 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-

https://huagongshe.com/reaction/363827

反応式

関与物質

役割名称HCID仕込み量
反応物IsopropanolHCID 3776—
反応物Trichloroacetic AcidHCID 6421—
反応物2-Methyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-enalHCID 3017557—
反応物Aluminum tri-iso-propoxideHCID 16685055—
溶媒AcetoneHCID 180—
溶媒TolueneHCID 1140—
生成物2-Buten-1-ol, 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-HCID 11989781%

反応手順

3.07 g (15 mmol) of Al(O-i-Pr)3 and 30 ml of toluene were fed into a 100 ml four-necked round bottom flask under atmosphere of nitrogen, and stirred at room temperature, and then 28.8 g (150 mmol) of 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-al, then 0.25 g (1.5 mmol) of trichloroacetic acid, and further 18.0 g (300 mmol) of isopropyl alcohol were added while stirring at room temperature. Reaction was conducted while fraction containing acetone generated at the solution temperature of 80° to 92° C. was distilled off. After 6 hours, the reaction solution was analyzed by GLC, 81% of 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol was obtained (corresponding to 90% selectivity for conversion of the aldehyde as the starting material).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05874649
出典データセットuspto-grants-1999_02
ORD IDord-3c69ea5d177245898c506b4aba8756cd
出典メモuspto-grants-1999_02