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HRID 330275作成日:2026年10月27日

Hexane → 3,4-Dihydro-2-naphthalenylacetonitrile

https://huagongshe.com/reaction/330275

反応式

関与物質

役割名称HCID仕込み量
反応物HexaneHCID 8058—
反応物Sodium hydrideHCID 24758—
反応物2-TetraloneHCID 68266—
反応物Diethyl (cyanomethyl)phosphonateHCID 75676—
溶媒WaterHCID 962—
溶媒TetrahydrofuranHCID 8028—
生成物3,4-Dihydro-2-naphthalenylacetonitrileHCID 277781879%

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

DOI10.6084/m9.figshare.5104873.v1
特許番号US04895860
出典データセットuspto-grants-1990_01
ORD IDord-5d5b182bb2b5485f9bd2ebb037d9f587
出典メモuspto-grants-1990_01