3-Methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)cinnamaldehyde → 3-[3-Methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]propionaldehyde

HRID 1584336노트

반응식

HRID 1584336 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[O:13][CH2:14][C:15]1[N:16]=[C:17]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[O:18][C:19]=1[CH3:20])[CH:6]=[CH:7][CH:8]=[O:9]>[C].[Pd].O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:6][CH2:7][CH:8]=[O:9])[CH:10]=[CH:11][C:12]=1[O:13][CH2:14][C:15]1[N:16]=[C:17]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[O:18][C:19]=1[CH3:20]

참가 물질

4

반응물 1

HCID 538228793-Methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)cinnamaldehyde

생성물 1

HCID 212244623-[3-Methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]propionaldehyde

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)cinnamaldehyde (5.6 g), palladium-carbon (5%, 0.5 g) and tetrahydrofuran (THF) (160 ml) was subjected to catalytic hydrogenation at room temperature under 1 atmospheric pressure. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The concentrate was subjected to column chromatography on silica gel. From the fraction eluted with ethyl acetate -hexane (1:1), was obtained 3-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]propionaldehyde, which was recrystallized from ethyl acetate-hexane to give colorless needles, m.p.80-81° C.

후처리

  1. customwas subjected to catalytic hydrogenation at room temperature under 1 atmospheric pressure
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. washFrom the fraction eluted with ethyl acetate -hexane (1:1)

출처 및 근거

ORD 기록
ord-19a3097309ed41babb10be80c4735499
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05932601

반응 노트

불러오는 중…