Water → methyl (E)-{4-[2-(1H-indazol-3-yl)vinyl]-2-methoxy-3-nitrophenoxy}acetate

HRID 1821433노트

반응식

HRID 1821433 반응식
[CH:1]([C:3]1[CH:14]=[CH:13][C:6]([O:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])=[C:5]([O:15][CH3:16])[C:4]=1[N+:17]([O-:19])=[O:18])=O.[Br-].[NH:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:23]([CH2:30][P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[N:22]1.C(=O)([O-])[O-].[K+].[K+].O>CO.C(O)C>[NH:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:23](/[CH:30]=[CH:1]/[C:3]2[CH:14]=[CH:13][C:6]([O:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])=[C:5]([O:15][CH3:16])[C:4]=2[N+:17]([O-:19])=[O:18])=[N:22]1

참가 물질

7

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 86628221Methyl (4-formyl-2-methoxy-3-nitrophenoxy)acetateHCID 178419401HCID 178419401, 화합물

생성물 1

HCID 86628222methyl (E)-{4-[2-(1H-indazol-3-yl)vinyl]-2-methoxy-3-nitrophenoxy}acetate수율 87%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 887Methanol용매

실험 절차

Methyl (4-formyl-2-methoxy-3-nitrophenoxy)acetate (2.3 g, 8.5 mmol) obtained in Step 1, (1H-indazol-3-ylmethyl)triphenylphosphonium bromide (4.4 g, 9.4 mmol) and potassium carbonate (2.4 g, 17 mmol) were dissolved in methanol (15 mL) and the solution was stirred at room temperature for 2.0 hours. The reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The obtained crude product was reslurried with ethanol to obtain methyl (E)-{4-[2-(1H-indazol-3-yl)vinyl]-2-methoxy-3-nitrophenoxy}acetate (2.8 g, 87%).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe obtained crude product

출처 및 근거

ORD 기록
ord-8bbf427150d645cd9fbddb1162c4d88d
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07605272B2

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