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HRID 13895作成日:2026年10月25日

1-Bromoheptane → Heptylbenzene

https://huagongshe.com/reaction/13895

反応式

関与物質

役割名称HCID仕込み量
反応物1-BromoheptaneHCID 12369—
反応物TrimethoxyphenylsilaneHCID 18137—
反応物Tetrabutylammonium FluorideHCID 2724141—
反応物Di-tert-butyl(methyl)phosphanium tetraphenylborate(1-)HCID 23136641—
触媒Palladium bromide (PdBr2)HCID 83469—
溶媒TetrahydrofuranHCID 8028—
生成物HeptylbenzeneHCID 1411585.1%

反応手順

A 30-ml four-necked flask was equipped with a stirrer, a thermometer and a reflux condenser. 0.358 g (2 mmol) of n-heptyl bromide, 0.476 g (2.4 mmol) of trimethoxyphenylsilane, 0.021 g (0.08 mmol) of palladium (II) bromide, 4.8 ml (4.8 mmol) of 1M tetrahydrofuran solution of tetra-n-butylammonium fluoride and 4.8 ml of tetrahydrofuran were weighed in the flask, followed by stirring. Further, 0.096 g (0.2 mmol) of di-tert-butylmethylphosphonium tetraphenylborate obtained in Example B-1 was weighed in air and added into the flask. The flask was purged with argon, followed by stirring at 25° C. for 21 hours. After the completion of the reaction, 5 ml of toluene and 10 ml of saturated sodium chloride solution were added, followed by separation. The organic phase was purified by column chromatography to afford 0.300 g of 1-phenylheptane (yield: 85 mol % based on n-heptyl bromide). The identification of the product was made by mass spectroscopy.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07728176B2
出典データセットuspto-grants-2010_06
ORD IDord-c65cee3277e343ac81636a46664cd61d
出典メモuspto-grants-2010_06