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Hexane → 3,4-Dihydro-2-naphthalenylacetonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hexane | HCID 8058 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 2-Tetralone | HCID 68266 | — |
| 反応物 | Diethyl (cyanomethyl)phosphonate | HCID 75676 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3,4-Dihydro-2-naphthalenylacetonitrile | HCID 2777818 | 79% |
反応手順
To a mechanically stirred mixture of hexane washed sodium hydride (8.98 g, 0.187 mol, 50%/mineral oil) in THF (400 mL) was added diethyl cyanomethylphosphonate (33.13 g, 0.187 mol) dropwise. The reaction was stirred at room temperature for 1/2 hour. β-Tetralone (24.8 g, 0.170 mol) in THF (100 mL) was added dropwise at 0° C., and the reaction was stirred at room temperature for 1 hour. The reaction was diluted with water (600 mL) and extracted with ether (3×400 mL). The organic phase was washed with brine, dried (MgSO4), and concentrated under reduced pressure to give an orange oil. Distillation from bulb to bulb under high vacuum yielded 22.65 g (79%) of product as a pale yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04895860 |
| 出典データセット | uspto-grants-1990_01 |
| ORD ID | ord-5d5b182bb2b5485f9bd2ebb037d9f587 |
| 出典メモ | uspto-grants-1990_01 |