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Sodium periodate → Quinoline-2,4-dicarboxylic acid 4-ethyl ester

HRID 1185439
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HRID 1185439 반응식
I([O-])(=O)(=O)=[O:2].[Na+].[CH2:7]([O:9][C:10]([C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:15]=[C:14]([C:22]2[O:23]C=CC=2)[CH:13]=1)=[O:11])[CH3:8]>ClC(Cl)(Cl)Cl.C(#N)C.O.[Ru](Cl)(Cl)Cl>[CH2:7]([O:9][C:10]([C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:15]=[C:14]([C:22]([OH:23])=[O:2])[CH:13]=1)=[O:11])[CH3:8]
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참가 물질

7

반응물 2

HCID 23667635Sodium periodate2회HCID 27000068Ethyl 2-(furan-2-yl)quinoline-4-carboxylate

생성물 1

HCID 68599020Quinoline-2,4-dicarboxylic acid 4-ethyl ester

시약·촉매·용매 4

HCID 61850Ruthenium trichloride촉매2회HCID 962Water용매2회
HCID 5943
Carbon Tetrachloride
용매
HCID 6342Acetonitrile용매

실험 절차

To a vigorously stirred of 8 g of sodium periodate and 20 mg of ruthenium trichloride in 37 ml of tetrachloro-methane, 37 ml of acteonitrile and 54 ml of water 2.5 g of 2-Furan-2-yl-quinoline-4-carboxylic acid ethyl ester was added at RT. Then, after 4 h additional 8 g of sodium periodate and 10 mg of ruthenium trichloride was added and the reaction mixture was stirred for an additional hour. Then, the reaction mixture was diluted with water and extracted with DCM (3×150 ml). The combined organic phases were dried over MgSO4 and the solvents were removed under reduced pressure. The crude product was used in the next reaction step without further purification. Yield: 2.0 g.

후처리

  1. additionwas added at RT
  2. extractionextracted with DCM (3×150 ml)
  3. dry with materialThe combined organic phases were dried over MgSO4
  4. customthe solvents were removed under reduced pressure
  5. customThe crude product was used in the next reaction step without further purification

출처 및 근거

ORD 기록
ord-7edb90b95b354a24a7c7719081cdc0bd
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08669266B2

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