Dimethylformamide → HCID 68716974, 화합물

HRID 29484

반응식

HRID 29484 반응식
[C:1]([O:5][C:6]([C:8]1[O:9][C:10]2[CH:17]=[CH:16][CH:15]=[C:14]([OH:18])[C:11]=2[C:12]=1[CH3:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25]Cl)[CH:20]=1.CN(C=O)C>O>[C:1]([O:5][C:6]([C:8]1[O:9][C:10]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH2:25][C:21]3[CH:20]=[N:19][CH:24]=[CH:23][CH:22]=3)[C:11]=2[C:12]=1[CH3:13])=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 183583-(Chloromethyl)pyridineHCID 138494564-Hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester

생성물 1

HCID 68716974HCID 68716974, 화합물수율 90%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a round bottom flask with stir bar was added 4-hydroxy-3-methyl-benzofuran-2 carboxylic acid t-butyl ester (1 mmol), 3-picolyl chloride (1.1 equiv.) potassium carbonate (5 equiv.) and 10 mL DMF. The reaction mixture was stirred overnight and then slowly added dropwise to water (10 mL) with stirring. The resulting mixture was extracted with ethyl acetate (2×20 mL), brine (20 mL), dried over magenesium sulfate. Filtration and evaporation of solvent afforded 3-methyl-4-(pyridin-3-ylmethoxy)-benzofuran-2-carboxylic acid t-butyl ester as a thick oil in 90% yield.

후처리

  1. stirringThe reaction mixture was stirred overnight
  2. stirringwith stirring
  3. extractionThe resulting mixture was extracted with ethyl acetate (2×20 mL), brine (20 mL)
  4. dry with materialdried over magenesium sulfate
  5. filtrationFiltration and evaporation of solvent

출처 및 근거

ORD 기록
ord-283ee1398f014fee8050dfa0cf6b04c0
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07420001B2

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