Toluene → HCID 69640155, 화합물

HRID 2188231노트

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HRID 2188231 반응식
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:7](=O)[C:8]3[C:13]([NH:14][C:15]=2[CH:16]=1)=[CH:12][CH:11]=[CH:10][CH:9]=3.[H-].[H-].[H-].[H-].[Li+].[Al+3].C1(C)C=CC=CC=1.[OH-].[Na+]>C(OCC)C.C(Cl)Cl.O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:7][C:8]3[C:13]([NH:14][C:15]=2[CH:16]=1)=[CH:12][CH:11]=[CH:10][CH:9]=3

참가 물질

8

반응물 4

HCID 1140TolueneHCID 14798Sodium HydroxideHCID 64542543-Methoxyacridin-9-oneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 69640155HCID 69640155, 화합물수율 98%

시약·촉매·용매 3

HCID 962Water용매2회HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

To a stirred solution of 15.29 g of 3-methoxyacridone (67.9 mmol) in 200 mL of diethyl ether was added 7.73 g of LiAlH4 slowly portionwise. Once evolution of H2 ceased, 200 mL of dry toluene was added under inert atmosphere and the reaction was stirred at reflux for 2 h. The reaction mixture was cooled to 0° C. and dropwise addition of 8.0 mL of water, 8.0 mL of 15% NaOH (aq) and 24.0 mL of water were performed sequentially. 500 mL of CH2Cl2 was added and the resultant precipitate was filtered, washed with 500 mL of CH2Cl2 and discarded. The filtrate was concentrated in vacuo, resuspended in hexanes, and again concentrated to afford 14.06 g of 3-methoxyacridan (98%).

후처리

  1. temperatureat reflux for 2 h
  2. filtrationthe resultant precipitate was filtered
  3. washwashed with 500 mL of CH2Cl2
  4. concentrationThe filtrate was concentrated in vacuo
  5. concentrationagain concentrated

출처 및 근거

ORD 기록
ord-a42fb745cc114cd9bd1d48021690e9cb
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06410732B2

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