Water → HCID 19885222, 화합물

HRID 846252

반응식

HRID 846252 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 19885222HCID 19885222, 화합물수율 20%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-90628494bc12430485abf93a5704b848
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05135955

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