Tetrabutylammonium Fluoride → 5-Ethynyl-2-fluorobenzonitrile
반응식
[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]참가 물질
5
실험 절차
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).
후처리
- 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
출처 및 근거
- ORD 기록
- ord-94c1e07c19da49bf9ea3158a4bc7d157
- 출처 데이터셋
- uspto-grants-2015_10
- 특허 번호
- US09163007B2
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