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

HRID 1821433ノート

反応式

HRID 1821433 の反応式
[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

参加物

7

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 86628221Methyl (4-formyl-2-methoxy-3-nitrophenoxy)acetateHCID 178419401HCID 178419401、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 887Methanol溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-8bbf427150d645cd9fbddb1162c4d88d
出典データセット
uspto-grants-2009_10
特許番号
US07605272B2

反応ノート

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