Tetrabutylammonium Fluoride → 5-Ethynyl-2-fluorobenzonitrile
反応式
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[F:19][C:20]1[CH:27]=[CH:26][C:25]([C:28]#[C:29][Si](C)(C)C)=[CH:24][C:21]=1[C:22]#[N:23]>O1CCCC1.C(Cl)Cl>[C:28]([C:25]1[CH:26]=[CH:27][C:20]([F:19])=[C:21]([CH:24]=1)[C:22]#[N:23])#[CH:29]参加物
5
実験手順
Tetrabutylammonium fluoride (1.0 M solution in tetrahydrofuran, 70 mL) was added to a solution of Example 62A (5.05 g, 23.2 mmol) in tetrahydrofuran (50 mL) and allowed to stir for 20 minutes. The mixture was diluted with methylene chloride and washed with water. The organic layer was absorbed on silica gel and purified by silica gel chromatography eluting with a gradient of 5-40% ethyl acetate in hexanes to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 8.13 (dd, J=6.27, 2.20 Hz, 1H) 7.82-7.95 (m, 1H) 7.56 (t, J=8.99 Hz, 1H) 4.40 (s, 1H).
後処理
- washwashed with water
- customThe organic layer was absorbed on silica gel
- custompurified by silica gel chromatography
- washeluting with a gradient of 5-40% ethyl acetate in hexanes
出典と根拠
- ORDレコード
- ord-94c1e07c19da49bf9ea3158a4bc7d157
- 出典データセット
- uspto-grants-2015_10
- 特許番号
- US09163007B2
反応ノート
読み込み中…