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

HRID 1602385노트

반응식

HRID 1602385 반응식
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

참가 물질

5

반응물 4

HCID 80711,2-Dimethoxyethane3회HCID 24758Sodium hydrideHCID 19611677HCID 19611677, 화합물2회HCID 53413272Trimethylphosphonoacetate

생성물 1

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

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-ded68973f0654c0cb1944dcf57465515
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05981572

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