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Potassium Cyanide → 2-(Dimethylamino)-3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-methylpropanenitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Cyanide | HCID 9032 | — |
| 反応物 | Dimethylamine, hydrochloride | HCID 10473 | — |
| 反応物 | 1-(tert-Butyldimethylsilyloxy)-2-propanone | HCID 4124969 | — |
| 反応物 | 1-(Dimethylamino)cyclopentanecarbonitrile | HCID 10773049 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 2-(Dimethylamino)-3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-methylpropanenitrile | HCID 86624947 | 45% |
反応手順
The title compound (2.16 g, 45%) was prepared from 1-(t-butyldimethylsilyloxy)-2-propanone (3.77 g, 0.02 mol), dimethylamine hydrochloride (1.71 g, 0.02 mol) and potassium cyanide (1.37 g, 0.02 mol) in water (50 ml) in a similar manner to that described in D1. An additional purification step was passage of the compound through SCX resin, elution with DCM to remove the starting material and then elution with 1 M ammonia in methanol to elute the title compound. 1H NMR (CDCl3) δ: 0.00 (6H, d), 0.81 (9H, s), 1.38 (3H, s), 2.25 (6H, s), 3.36 (1H, d), 3.78 (1H, d).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07745642B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-5fd80737275245489c89580e16169001 |
| 出典メモ | uspto-grants-2010_06 |