Water → HCID 19885222、化合物

HRID 846252

反応式

HRID 846252 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].[F:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][C:24]#[N:25])=[CH:19][CH:18]=1.[OH-].[Na+].O>CO>[CH2:1]([O:7][C:8]1[CH:15]=[CH:14][C:11]([CH2:12][CH:23]([C:20]2[CH:21]=[CH:22][C:17]([F:16])=[CH:18][CH:19]=2)[CH2:24][NH2:25])=[CH:10][CH:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 68016Benzeneacetonitrile, 4-fluoro-HCID 79816p-(Hexyloxy)benzaldehyde

生成物 1

HCID 19885222HCID 19885222、化合物収率 20%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 51.5 g of 4-hexyloxybenzaldehyde and 33.8 g of 4-fluorophenylacetonitrile in methanol was stirred at room temperature and aqueous sodium hydroxide (50 percent) was added dropwise until a precipitate appeared. Water was then added and the solids were collected by filtration to render α-[[4-(hexyloxy)phenyl]methylene]-4-fluorophenylacetonitrile which was reduced as follows. 40.2 g of said nitrile, 10 g of Raney nickel, 150 ml of anhydrous ammonia and 300 ml of tetrahydrofuran were stirred at 110° for 12 hours at a pressure of 2000 psi. The catalyst and solvent were removed and the hydrochloride salt was made in the filtrate by the addition of anhydrous hydrochloric acid. Recrystallization from methanol rendered the title compound (20 percent yield).

後処理

  1. filtrationthe solids were collected by filtration
  2. customThe catalyst and solvent were removed
  3. additionthe hydrochloride salt was made in the filtrate by the addition of anhydrous hydrochloric acid
  4. customRecrystallization from methanol

出典と根拠

ORDレコード
ord-90628494bc12430485abf93a5704b848
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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