Potassium Hydroxide → HCID 67916979, 화합물

HRID 846253

반응식

HRID 846253 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].[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 67916979HCID 67916979, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-244aa3a72f3f43e6b76dc9107e49fc31
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05135955

연결된 노트

불러오는 중…