1,2-Dimethoxyethane → 3-(7-Chloro-benzofuran-4-yl)-acrylic acid methyl ester

HRID 1602385ノート

反応式

HRID 1602385 の反応式
C[C:2](P(OC)(O)=O)([C:4]([O-:6])=[O:5])[CH3:3].[H-].[Na+].[Cl:14][C:15]1[CH:16]=[CH:17][C:18](C=O)=[C:19]2[C:23]=1[O:22][CH:21]=[CH:20]2.[CH3:26]OCCOC>>[CH3:26][O:6][C:4](=[O:5])[CH:2]=[CH:3][C:18]1[C:19]2[CH:20]=[CH:21][O:22][C:23]=2[C:15]([Cl:14])=[CH:16][CH:17]=1

参加物

5

反応物 4

HCID 80711,2-Dimethoxyethane3 回HCID 24758Sodium hydrideHCID 19611677HCID 19611677、化合物2 回HCID 53413272Trimethylphosphonoacetate

生成物 1

HCID 537840183-(7-Chloro-benzofuran-4-yl)-acrylic acid methyl ester

実験手順

Trimethylphosphonoacetate (363 mg) in dry DME (1 ml) was added dropwise to a suspension of sodium hydride (60%; 329 mg) in dry DME (20 ml) at 0° under nitrogen. The resulting white precipitate was stirred for 40 mins at room temperature, then a solution of 7-chloro-benzofuran-4-carbaldehyde (intermediate 2) (1.238 g) in dry DME (15 ml) was added at room temperature over 1 min. The mixture was heated under reflux for 2 h, cooled to room temperature, then partitioned between water (150 ml) and ether (100 ml). The. combined organic extracts were washed with brine (100 ml) and dried (MgSO4). The solvent was evaporated to give the title compound as a colourless solid (1.59 g)

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2 h
  3. temperaturecooled to room temperature
  4. custompartitioned between water (150 ml) and ether (100 ml)
  5. washcombined organic extracts were washed with brine (100 ml)
  6. dry with materialdried (MgSO4)
  7. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-ded68973f0654c0cb1944dcf57465515
出典データセット
uspto-grants-1999_11
特許番号
US05981572

反応ノート

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