Sodium Methoxide → 3-(7,8-Dimethoxy-2H-1-benzopyran-5-yl)-2-dimethoxymethylpropanenitrile

HRID 34468

反応式

HRID 34468 の反応式
[CH3:1][O-:2].[Na+].[CH3:4][O:5][C:6]1[CH:15]=[C:14]([CH:16]=[C:17]([CH2:20][O:21][CH3:22])[C:18]#[N:19])[C:9]2[CH:10]=[CH:11][CH2:12][O:13][C:8]=2[C:7]=1[O:23][CH3:24]>CO.O>[CH3:4][O:5][C:6]1[CH:15]=[C:14]([CH2:16][CH:17]([CH:20]([O:2][CH3:1])[O:21][CH3:22])[C:18]#[N:19])[C:9]2[CH:10]=[CH:11][CH2:12][O:13][C:8]=2[C:7]=1[O:23][CH3:24]

参加物

5

反応物 2

HCID 10942334Sodium MethoxideHCID 543734473-(7,8-Dimethoxy-2H-1-benzopyran-5-yl)-2-methoxymethylpropenenitrile

生成物 1

HCID 201297603-(7,8-Dimethoxy-2H-1-benzopyran-5-yl)-2-dimethoxymethylpropanenitrile収率 62.2%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A mixture of sodium methoxide (8.86 g, 0.164 mole), and 3-(7,8-dimethoxy-2H-1-benzopyran-5-yl)-2-methoxymethylpropenenitrile (Example 37A, 23.1 g, 0.080 mole) in methanol (60 mL) was heated at reflux for 24 hr, allowed to cool and diluted with water (200 mL). The resultant mixture was extracted with toluene (1×200 mL and 2×100 mL). The combined toluene portions were extracted with water (3×100 mL) and dried over magnesium sulfate. The toluene solution was concentrated leaving a brown oil which was distilled under reduced pressure to give 15.9 g (62%) of a yellow oil which was used without further purification.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 24 hr
  3. temperatureto cool
  4. extractionThe resultant mixture was extracted with toluene (1×200 mL and 2×100 mL)
  5. extractionThe combined toluene portions were extracted with water (3×100 mL)
  6. dry with materialdried over magnesium sulfate
  7. concentrationThe toluene solution was concentrated
  8. customleaving a brown oil which
  9. distillationwas distilled under reduced pressure

出典と根拠

ORDレコード
ord-00803f21b6de4e31b13e818b0ccc5ac9
出典データセット
uspto-grants-1988_08
特許番号
US04761475

関連ノート

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