Malononitrile → 1,1-Cyclohexanedicarbonitrile
反応式
[C:1](#[N:5])[CH2:2][C:3]#[N:4].[CH2:6]1[CH2:16][CH2:15]N2C(=NCCC2)[CH2:8][CH2:7]1.BrCCCCCBr>CN(C=O)C>[C:2]1([C:1]#[N:5])([C:3]#[N:4])[CH2:15][CH2:16][CH2:6][CH2:7][CH2:8]1参加物
5
反応条件
- 温度
- 80 °C
実験手順
Malononitril (15.0 g) was dissolved in dry DMF (200 mL). Subsequently, DBU (75 mL) and 1,5-dibromopentane (34 mL) were added at 0° C. (ice bath). The ice bath was removed and the reaction was stirred for 2 h at 80° C. After cooling down, the reaction was poured into DCM. The organic layer was washed several times with 5% NaHCO3, the organic layer dried over Na2SO4 and the solvent evaporated under reduced pressure. The crude product was purified by flash chromatography eluting with PA:EtOAc (9:1) yielding 25.7 g white crystals. 1H NMR (400 MHz, CDCl3) δ 1.48-1.61 (m, 2H), 1.68-1.84 (m, 4H), 2.13 (t, J=6 Hz, 4H).
後処理
- customThe ice bath was removed
- temperatureAfter cooling down
- additionthe reaction was poured into DCM
- washThe organic layer was washed several times with 5% NaHCO3
- dry with materialthe organic layer dried over Na2SO4
- customthe solvent evaporated under reduced pressure
- customThe crude product was purified by flash chromatography
- washeluting with PA
出典と根拠
- ORDレコード
- ord-0f24ae48faae41c7bd08e7d80696285f
- 出典データセット
- uspto-grants-2010_06
- 特許番号
- US07728018B2
反応ノート
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