2-Iodoxybenzoic acid → 2-(3-Fluoro-4-methoxy-phenyl)-cyclopropanecarbaldehyde

HRID 62898

反応式

HRID 62898 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:10]2[CH2:12][CH:11]2[CH2:13][OH:14])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].I(C1C=CC=CC=1C(O)=O)(=O)=O>CS(C)=O>[F:1][C:2]1[CH:3]=[C:4]([CH:10]2[CH2:12][CH:11]2[CH:13]=[O:14])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

参加物

4

反応物 2

HCID 1087942-Iodoxybenzoic acidHCID 22347600[2-(3-Fluoro-4-methoxy-phenyl)-cyclopropyl]-methanol

生成物 1

HCID 207922502-(3-Fluoro-4-methoxy-phenyl)-cyclopropanecarbaldehyde収率 89.8%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
0 °C

実験手順

After [2-(3-fluoro-4-methoxy-phenyl)-cyclopropyl]-methanol (0.30 g, 1.52 mmol) obtained in Step A was dissolved in DMSO (5 mL), 2-iodoxybenzoic acid (1.248 g, 4.58 mmol) was added thereto at 0° C., and the mixture was stirred at room temperature for 3 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure, added with water, and then extracted with EtOAc. The organic layer was separated, dried with MgSO4, concentrated under reduced pressure, and then purified by column chromatography (eluent, EtOAc/Hex=1/3) to obtain the title compound (0.265 g, 89%).

後処理

  1. customAfter the termination of the reaction
  2. concentrationthe reactant was concentrated under reduced pressure
  3. additionadded with water
  4. extractionextracted with EtOAc
  5. customThe organic layer was separated
  6. dry with materialdried with MgSO4
  7. concentrationconcentrated under reduced pressure
  8. custompurified by column chromatography (eluent, EtOAc/Hex=1/3)

出典と根拠

ORDレコード
ord-11927d140f08417fa37a449300c73eae
出典データセット
uspto-grants-2016_09
特許番号
US09447044B2

関連ノート

読み込み中…