Methanol → HCID 13020046、化合物

HRID 1278305ノート

反応式

HRID 1278305 の反応式
[H-].C([Al+]CC(C)C)C(C)C.[CH2:11]([NH:14][C:15]1[CH:22]=[CH:21][C:18]([C:19]#N)=[CH:17][CH:16]=1)[CH:12]=[CH2:13].C[OH:24]>C1(C)C=CC=CC=1>[CH2:11]([NH:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=[O:24])=[CH:17][CH:16]=1)[CH:12]=[CH2:13]

参加物

5

反応物 3

HCID 887MethanolHCID 109757684-[(Prop-2-en-1-yl)amino]benzonitrileHCID 21225700Diisobutylaluminumhydride

生成物 1

HCID 13020046HCID 13020046、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Di-isobutylaluminum hydride (54 ml., 25% solution in toluene) is added with stirring to a solution of 12.1 g. of 4-(allylamino)benzonitrile under a nitrogen atmosphere. After addition is completed, the solution is stirred for one hour. A solution of methanol in toluene (50 ml., 1:1) is added over 30 minutes and the mixture is poured into 500 ml. vigorously stirred ice-cold 50% aqueous sulfuric acid. The mixture is filtered and the organic layer separated. The aqueous solution is extracted twice with toluene (100 ml.) and the combined organic layers are washed with aqueous sodium bicarbonate, dried over magnesium sulfate, decolorized with charcoal, filtered and evaporated in vacuo to give a light yellow crystalline solid. The product is recrystallized from dichloromethane/hexane giving colorless needles.

後処理

  1. additionAfter addition
  2. stirringthe solution is stirred for one hour
  3. additionthe mixture is poured into 500 ml
  4. filtrationThe mixture is filtered
  5. customthe organic layer separated
  6. extractionThe aqueous solution is extracted twice with toluene (100 ml.)
  7. washthe combined organic layers are washed with aqueous sodium bicarbonate
  8. dry with materialdried over magnesium sulfate
  9. filtrationfiltered
  10. customevaporated in vacuo
  11. customto give a light yellow crystalline solid
  12. customThe product is recrystallized from dichloromethane/hexane giving colorless needles

出典と根拠

ORDレコード
ord-63d4b6e524a64e6b94c660db3fc66529
出典データセット
uspto-grants-1981_07
特許番号
US04281019

反応ノート

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