関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 2-Bromobenzaldehyde | HCID 81129 | — |
| 反応物 | 1-Tridecyne | HCID 117754 | — |
| 触媒 | Triphenylphosphine | HCID 11776 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | 2-(1-Tridecynyl)benzaldehyde | HCID 13688501 | 63% |
反応手順
Palladium acetate (96 mg) was added to a deaerated mixture of 2-bromobenzaldehyde (7.40 g, 40 mmol), 1-tridecyne (12.2 g, 68 mmol) and triphenylphosphine (320 mg) in dry triethylamine (160 ml) and the mixture was stirred at 105° C. under a nitrogen atmosphere overnight. After cooling, the precipitated triethylamine hydrobromide was filtered off and the filtrate was evaporated to a crude red oil. Chromatography on silica gel eluting with dichloromethane:petroleum ether [bp 60°-80° C.](1:1) afforded 7.12 g (63%) of the title compound of bp0.05 212° C. (Kugelrohr), M+ 284.2141 (C20H28O requires; 284.2140).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04699995 |
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| 出典データセット | uspto-grants-1987_10 |
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| ORD ID | ord-a55ebc70d3c945ac88c73ed65d20afa2 |
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| 出典メモ | uspto-grants-1987_10 |
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