Carbon tetrabromide → 5-(Bromomethyl)thiophene-2-carbonitrile
反応式
[C:1]([C:3]1[S:4][C:5]([CH2:8]O)=[CH:6][CH:7]=1)#[N:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:30]>C1COCC1>[C:1]([C:3]1[S:4][C:5]([CH2:8][Br:30])=[CH:6][CH:7]=1)#[N:2]参加物
5
実験手順
To a solution of 2-cyano-5-(hydroxymethyl)thiophene (6.0 g, 43 mmol) in THF (50 mL) was added triphenylphosphine (15.7 g, 47 mmol) and carbon tetrabromide (12.3 g, 47 mmol). After stirring overnight under nitrogen atmosphere at room temperature, the solvent was removed in vacuo and the residue was dissolved in chloroform, then adsorbed onto silica gel and loaded onto a silica gel column. The product was eluted using an ethyl acetate/hexanes gradient. Fractions containing pure product (as judged by TLC) were pooled and concentrated in vacuo to give 6.5 g (75%) of 2-cyano-5-(bromomethyl)thiophene.
後処理
- customthe solvent was removed in vacuo
- dissolutionthe residue was dissolved in chloroform
- washThe product was eluted
- additionFractions containing pure product (as judged by TLC)
- concentrationconcentrated in vacuo
出典と根拠
- ORDレコード
- ord-ec9bf3d9edc344c28ed34dab6b67bd68
- 出典データセット
- uspto-grants-1998_01
- 特許番号
- US05705487
反応ノート
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