Sodium Hydroxide → 3-(Hexyloxy)-6-hydroxybenzene-1,2-dicarbonitrile

HRID 892382

反応式

HRID 892382 の反応式
[C:1]1(C)[CH:6]=[CH:5][C:4](S(OCCCCCC)(=O)=O)=[CH:3][CH:2]=1.[C:18]([C:20]1[C:21]([C:28]#[N:29])=[C:22]([CH:24]=[CH:25][C:26]=1[OH:27])[OH:23])#[N:19].[OH-].[Na+]>>[CH2:5]([O:27][C:26]1[CH:25]=[CH:24][C:22]([OH:23])=[C:21]([C:28]#[N:29])[C:20]=1[C:18]#[N:19])[CH2:6][CH2:1][CH2:2][CH2:3][CH3:4]

参加物

4

反応物 3

HCID 14798Sodium HydroxideHCID 784672,3-DicyanohydroquinoneHCID 220448Hexyl p-Toluenesulfonate

生成物 1

HCID 150066893-(Hexyloxy)-6-hydroxybenzene-1,2-dicarbonitrile収率 27.5%

実験手順

11.3 g (44.1 mM) of n-hexyl p-toluenesulfonate was added to the mixture of 5.0 g (31.3 mM) of dicyanohydroquinone and 37.5 ml of 5% NaOH aqueous solution, followed by 7 hours of stirring under refluxing. After the reaction, the reaction mixture was washed with toluene and the aqueous layer was acidified with HCl. The resultant precipitate was recovered through filtration and dried. To the precipitate, 1 liter of toluene was added. After the insoluble substrate was filtered out, the filtrate was subjected to recrystallization in a refrigerator and further subjected to recrystallization from a mixture solvent of water/methanol to obtain 2.1 g of an objective product (yield: 27.5%). m.p.: 150°-153° C.

後処理

  1. temperatureunder refluxing
  2. customAfter the reaction
  3. washthe reaction mixture was washed with toluene
  4. filtrationThe resultant precipitate was recovered through filtration
  5. customdried
  6. additionTo the precipitate, 1 liter of toluene was added
  7. filtrationAfter the insoluble substrate was filtered out
  8. customthe filtrate was subjected to recrystallization in a refrigerator
  9. customfurther subjected to recrystallization from a mixture solvent of water/methanol

出典と根拠

ORDレコード
ord-530bb1a0d7914875b4dc65c98f76c6ee
出典データセット
uspto-grants-1992_06
特許番号
US05118441

関連ノート

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