戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 1505748作成日:2026年10月27日

2,3-Dimethyl-1,3-butadiene → 4-(4,5-Dimethylcyclohexa-1,4-dienyl)butan-1-ol

https://huagongshe.com/reaction/1505748

反応式

関与物質

役割名称HCID仕込み量
反応物2,3-Dimethyl-1,3-butadieneHCID 10566—
反応物5-Hexyn-1-olHCID 70234—
触媒ZincHCID 23994—
触媒Cobalt dibromideHCID 24610—
触媒1,2-Bis(diphenylphosphino)ethaneHCID 74267—
触媒zinc(II)iodideHCID 9883512—
溶媒TetrahydrofuranHCID 8028—
生成物4-(4,5-Dimethylcyclohexa-1,4-dienyl)butan-1-olHCID 6750600963.8%

反応条件

温度70 °C

反応手順

800 mg (2.00 mmol) of 1,2-bis(diphenylphosphino)ethane, 437 mg (2.00 mmol) of cobalt bromide, 1.28 g (4.00 mmol) of zinc iodide, and 260 mg (4.00 mmol) of zinc were added to 40 ml of THF, and the solution was stirred for 15 minutes at 70° C. The solution was cooled to room temperature, and 9.86 g (120 mmol) of 2,3-dimethyl-1,3-butadiene was added thereto. Subsequently, 9.8 g (100 mmol) of 5-hexyn-1-ol was slowly added dropwise to the mixture in a water bath. The resulting mixture was stirred for one hour at 35° C., and then the solvent was distilled off under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (hexane/ethyl acetate=3/1), and thus 11.5 g of the title compound alcohol was obtained as a colorless oil. Yield 63.4%.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09217005B2
出典データセットuspto-grants-2015_12
ORD IDord-cdea10847ceb4f538304e63fca57255b
出典メモuspto-grants-2015_12