Potassium Hydroxide → HCID 67916979、化合物

HRID 846253

反応式

HRID 846253 の反応式
[CH2:1]([O:7][C:8]1[CH:15]=[CH:14][C:11]([CH:12]=O)=[CH:10][CH:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[N:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][C:23]#[N:24])[CH:17]=1.[OH-].[K+]>CO>[CH2:1]([O:7][C:8]1[CH:15]=[CH:14][C:11]([CH:12]=[C:22]([C:18]2[CH:17]=[N:16][CH:21]=[CH:20][CH:19]=2)[C:23]#[N:24])=[CH:10][CH:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 79816p-(Hexyloxy)benzaldehydeHCID 809233-Pyridineacetonitrile

生成物 1

HCID 67916979HCID 67916979、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a stirring solution of 20.6 g of 4-hexyloxybenzaldehyde and 11.8 g of 3-pyridylacetonitrile in methanol was added 25 ml of aqueous potassium hydroxide (25 percent). A precipitate formed and the resultant mixture was stirred at room temperature for an additional two hours. The resultant precipitate was collected by filtration, washed with water and recrystallized from ethanol to yield the intermediate, α-[[4-(hexyloxy)phenyl]methylene]-3-pyridylacetonitrile (m.p. 67°-68° C). 46 g of said nitrile, 10 g of Raney nickel, 150 ml of anhydrous ammonia and 300 ml of tetrahydrofuran were stirred at 100° C. for ten hours at a pressure of 1500 psi. The catalyst and solvent were removed and the residue was taken up in diethyl ether and fitered through magnesia-silica gel. The hydrochloride salt was made in the filtrate by the addition of anhydrous hydrochloric acid. Recrystallization from ethanol yielded β-[[4-(hexyloxy)phenyl]methyl]-3-pyridineethanamine dihydrochloride.

後処理

  1. customA precipitate formed
  2. filtrationThe resultant precipitate was collected by filtration
  3. washwashed with water
  4. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-244aa3a72f3f43e6b76dc9107e49fc31
出典データセット
uspto-grants-1992_08
特許番号
US05135955

関連ノート

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