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Triethylamine → (2S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Trichlorosilane | HCID 24811 | — |
| 反応物 | (S)-alpha-cyano-3-phenoxybenzyl (R)-N-1-(1-naphthyl)ethylcarbamate | HCID 54266452 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 生成物 | (2S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrile | HCID 9837437 | — |
反応手順
To a solution of 2.91 g (6.99 mmol) of (S)-α-cyano-3-phenoxybenzyl (R)-N-1-(1-naphthyl)ethylcarbamate in 30 ml of dry benzene under a nitrogen atmosphere is added 1.07 ml (0.78 g, 7.7 mmol) of triethylamine followed immediately by 0.75 ml (1.0 g, 7.4 mmol) of trichlorosilane. The reaction is heated at 50° for 3 hours and is then worked up and purified following the procedure of Example 4. The more polar band on the tlc plate is removed and extracted with trichloromethane to yield (S)-α-cyano-3-phenoxybenzyl alcohol, specific rotation [α]D25 =-14.6° (c=11 mg/ml in acetone).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04260633 |
| 出典データセット | uspto-grants-1981_04 |
| ORD ID | ord-7b1af7eda4f94ac9be4d8e4ce7aeb94e |
| 出典メモ | uspto-grants-1981_04 |