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2-Thiophenecarboxaldehyde → HCID 73866026, 화합물

HRID 1274861
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인쇄 미리보기

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HRID 1274861 반응식
[CH3:1][C:2]1[O:7][CH2:6][N:5]([C:8]([CH3:18])([CH3:17])[C:9](=[O:16])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:4](=[O:19])[C:3]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[S:26]1[CH:30]=[CH:29][CH:28]=[C:27]1[CH:31]=O.N1CCCCC1>C1(C)C=CC=CC=1>[CH3:18][C:8]([N:5]1[C:4](=[O:19])[C:3]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:2]([CH3:1])[O:7][CH2:6]1)([CH3:17])[C:9](=[O:16])[C:10](=[CH:31][C:27]1[S:26][CH:30]=[CH:29][CH:28]=1)[C:11]([O:13][CH2:14][CH3:15])=[O:12]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 73642-ThiophenecarboxaldehydeHCID 8082PiperidineHCID 22118254Ethyl 4-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-1,3-oxazin-3-yl)-4-methyl-3-oxo-pentanoate

생성물 1

HCID 73866026HCID 73866026, 화합물수율 31.4%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
80 °C

실험 절차

A mixture of ethyl 4-(2,3-dihydro-6-methyl-5-phenyl-4-oxo4H-1,3-oxazin-3-yl)-4-methyl-3-oxo-pentanoate (0.50 g), 2-thiophenecarboxaldehyde(0.34 g), piperidine(0.43 g) and molecular sieve 4A in toluene was stirred at 80° C. for 7 hrs. The reaction solution was filtered (celite), evaporated and recrystallised (ethanol) to give ethyl 4-methyl-4-(2,3-dihydro-6-methyl-5-phenyl-4-oxo-4H-1,3-oxazin-3-yl)-2-(2-thienylmethylidene)-3-oxo-pentanoate (Compound 206, 0.20 g), NMR 1.23(t,3H) 1.58(s,6H) 1.94(s,3H) 4.29(q,2H) 5.19(s,2H) 7.05(7.20-7.37(6H) 7.48(1H) 8.05(s,1H). By proceeding in a similar manner the following compounds were also obtained:

후처리

  1. filtrationThe reaction solution was filtered (celite)
  2. customevaporated
  3. customrecrystallised (ethanol)

출처 및 근거

ORD 기록
ord-265e0beb230546fba16d6b744e9967a6
출처 데이터셋
uspto-grants-2000_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06159902

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