Malononitrile, (1-naphthylmethylene)- → 2-[(2-Methoxyphenyl)(1-naphthyl)methyl]malononitrile

HRID 31162

反応式

HRID 31162 の反応式
[C:1]1([CH:11]=[C:12]([C:15]#[N:16])[C:13]#[N:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[Mg]Br>O1CCCC1>[CH3:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH:11]([C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1)[CH:12]([C:13]#[N:14])[C:15]#[N:16]

参加物

4

反応物 2

HCID 18092Malononitrile, (1-naphthylmethylene)-HCID 178489560HCID 178489560、化合物

生成物 1

HCID 117165872-[(2-Methoxyphenyl)(1-naphthyl)methyl]malononitrile

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A flask was charged with (1-naphthalenylmethylene)-propanedinitrile (408 mg, 2 mmol) and 10 mL anhydrous tetrahydrofuran. To this stirred solution was added, at room temperature, 2-methoxy phenyl magnesium bromide (2.4 mL, 2.4 mmol, 1 M in tetrahydrofuran). The reaction was stirred 1.5 hours, after which it was quenched with 1 N hydrochloric acid and taken up in ethyl acetate. The organic layer was washed with saturated aqueous sodium bicarbonate, brine, dried over magnesium sulfate, filtered, and evaporated to dryness. Following purification on silica (20% ethyl acetate/hexanes) 551 mg product was isolated as an off white foam.

後処理

  1. additionTo this stirred solution was added, at room temperature
  2. customafter which it was quenched with 1 N hydrochloric acid
  3. washThe organic layer was washed with saturated aqueous sodium bicarbonate, brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness
  7. custompurification on silica (20% ethyl acetate/hexanes) 551 mg product
  8. customwas isolated as an off white foam

出典と根拠

ORDレコード
ord-b2ea1113d63c49478e6a3ed96726ce5a
出典データセット
uspto-grants-2008_09
特許番号
US07425580B2

関連ノート

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