Methanol → 4-Methoxyquinoline

HRID 2193100

반응식

HRID 2193100 반응식
CO.[OH:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=[CH:6][CH:5]=1.[CH:14](N(C(C)C)CC)(C)C.C[Si](C=[N+]=[N-])(C)C.CCCCCC>C(#N)C>[CH3:14][O:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=[CH:6][CH:5]=1

참가 물질

6

반응물 4

HCID 887MethanolHCID 81531DiisopropylethylamineHCID 86587183Trimethylsilyldiazomethane hexaneHCID 178516385quinolin-4-ol

생성물 1

HCID 5219384-Methoxyquinoline

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To 15 mL of methanol containing 4.02 g of 4-hydroxyquinoline and 130 mL of an acetonitrile solution, 5.01 g of diisopropylethylamine and 19.4 mL of a 2.0 mol/L trimethylsilyldiazomethane/hexane solution were added at room temperature, and the mixture was stirred for 13 hours, and the solvent was removed under reduced pressure. The residue thus obtained was purified by silica gel column chromatography [silica gel; Chromatorex-NH, manufactured by Fuji Silysia Chemical Ltd., eluent; hexane:ethyl acetate 2:1] to obtain 1.79 g of a yellow oily substance, 4-methoxyquinoline.

후처리

  1. customthe solvent was removed under reduced pressure
  2. customThe residue thus obtained
  3. customwas purified by silica gel column chromatography [silica gel; Chromatorex-NH, manufactured by Fuji Silysia Chemical Ltd., eluent; hexane:ethyl acetate 2:1]

출처 및 근거

ORD 기록
ord-b4f3a044719c4fe6b161a71daf6afef5
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329694B2

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