2,6-Dimethoxybenzonitrile → 2,6-Dihydroxybenzonitrile

HRID 2282067

反応式

HRID 2282067 の反応式
Cl.N1C=CC=CC=1.C[O:9][C:10]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18]C)[C:11]=1[C:12]#[N:13]>O>[OH:9][C:10]1[CH:17]=[CH:16][CH:15]=[C:14]([OH:18])[C:11]=1[C:12]#[N:13]

参加物

4

反応物 2

HCID 856482,6-DimethoxybenzonitrileHCID 10176127Pyridinium chloride2 回

生成物 1

HCID 937912,6-Dihydroxybenzonitrile収率 60%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
210 °C

実験手順

Another potential method utilizes pyridine hydrochloride in place of the boron tribromide. Into a 500 mL 3-neck round bottom flask equipped with stir bar, nitrogen inlet and condenser was charged 2,6-dimethoxybenzonitrile (15.0 g, 91.9 mmol), followed by pyridine hydrochloride (150 g). The mixture was heated to 210° C. for 2 hours and allowed to cool to room temperature. Water was then added to the flask to dissolve the solidified mixture. The aqueous layer was then extracted with ethyl acetate (150 mL) 3 times. The combined organic layer was dried under anhydrous sodium sulfate, and the solvent was removed to yield 7.44 g (60.0%) of a light pink solid, m.p.: 202.8-204.8° C. 1H-NMR (DMSO-d6): 6.39-6.41 (d, 2H, Ar—H), 7.20-7.24 (t, 1H), 10.78 (s, 2H, Ar—O—H).

後処理

  1. customInto a 500 mL 3-neck round bottom flask equipped
  2. temperatureto cool to room temperature
  3. dissolutionto dissolve the solidified mixture
  4. extractionThe aqueous layer was then extracted with ethyl acetate (150 mL) 3 times
  5. customThe combined organic layer was dried under anhydrous sodium sulfate
  6. customthe solvent was removed

出典と根拠

ORDレコード
ord-d896ef3866aa493dbffc2253c29e1818
出典データセット
uspto-grants-2015_09
特許番号
US09139696B1

関連ノート

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