Chromone → 2-[6-[[3,4-Dihydro-4-oxo-8-propyl-2H-1-benzopyran-7-yl]oxy]hexyl]-6-[(6-methoxy-6-oxohexyl)oxy]benzenepropanoic Acid Methyl Ester

HRID 328025

반응식

HRID 328025 반응식
[CH3:1][O:2][C:3](=[O:49])[CH2:4][CH2:5][C:6]1[C:11]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][C:19]2[CH:29]=[CH:28][C:22]3[C:23](=[O:27])[CH:24]=[CH:25][O:26][C:21]=3[C:20]=2[CH2:30][CH2:31][CH2:32]C2C=CC=CC=2)=[CH:10][CH:9]=[CH:8][C:7]=1[O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][C:45]([O:47][CH3:48])=[O:46].O1C2C(=CC=CC=2)C(=O)C=C1>[Pd].CO.C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:49])[CH2:4][CH2:5][C:6]1[C:7]([O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][C:45]([O:47][CH3:48])=[O:46])=[CH:8][CH:9]=[CH:10][C:11]=1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][C:19]1[CH:29]=[CH:28][C:22]2[C:23](=[O:27])[CH2:24][CH2:25][O:26][C:21]=2[C:20]=1[CH2:30][CH2:31][CH3:32]

참가 물질

5

반응물 2

HCID 10286ChromoneHCID 538678932-[(6-Methoxy-6-oxohexyl)oxy]-6-[6-[[4-oxo-8-(3-phenylpropyl)-4H-1-benzopyran-7-yl]oxy]hexyl]benzenepropanoic Acid Methyl Ester

생성물 1

HCID 541909932-[6-[[3,4-Dihydro-4-oxo-8-propyl-2H-1-benzopyran-7-yl]oxy]hexyl]-6-[(6-methoxy-6-oxohexyl)oxy]benzenepropanoic Acid Methyl Ester수율 38%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 21584119Ethylacetate methanol용매

실험 절차

A 1.0 g (1.49 mmol) sample of 2-[(6-methoxy-6-oxohexyl)oxy]-6-[6-[[4-oxo-8-(3-phenylpropyl)-4H-1-benzopyran-7-yl]oxy]hexyl]benzenepropanoic acid methyl ester from the preceding example was catalytically hydrogenate over 10% palladium on carbon, in 30 mL of 1:1 methanol-ethyl acetate, at room temperature and 1 atmosphere, using thin layer chromatography to monitor the reduction of the starting chromone. The catalyst was filtered and the filtrate was concentrated in vacuo giving an oily product which was purified by flash-chromatography. There was obtained 0.38 g (38%) of the title chromanone as a colorless oil.

후처리

  1. filtrationThe catalyst was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customgiving an oily product which
  4. customwas purified by flash-chromatography

출처 및 근거

ORD 기록
ord-be1c3294c4da460286c65516666d2c21
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05273999

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