Water → 4-(4-(4-Bromo-2-fluorophenoxy)phenoxy)-3-oxo-1-pentene

HRID 4463

反応式

HRID 4463 の反応式
[Br:1][C:2]1[CH:23]=[CH:22][C:5]([O:6][C:7]2[CH:21]=[CH:20][C:10]([O:11][CH:12]([CH3:19])[C:13]([O:17]C)=[CH:14][CH2:15]O)=[CH:9][CH:8]=2)=[C:4]([F:24])[CH:3]=1.O>C(Cl)Cl>[Br:1][C:2]1[CH:23]=[CH:22][C:5]([O:6][C:7]2[CH:21]=[CH:20][C:10]([O:11][CH:12]([CH3:19])[C:13](=[O:17])[CH:14]=[CH2:15])=[CH:9][CH:8]=2)=[C:4]([F:24])[CH:3]=1

参加物

4

反応物 2

HCID 962WaterHCID 543727674-(4-(4-Bromo-2-fluorophenoxy)phenoxy)-3-methoxy-2-penten-1-ol

生成物 1

HCID 201525974-(4-(4-Bromo-2-fluorophenoxy)phenoxy)-3-oxo-1-pentene収率 69%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of 30 ml of 35% HClO4 and 15 ml CH2Cl2 at 0° C. was added 3.0 g (7.55 mmol) 4-(4-(4-bromo-2-fluorophenoxy)phenoxy)-3-methoxy-2-penten-1-ol in 15 ml CH2Cl2. The mixture was stirred at 0° C. for 45 min, then poured into water and extracted with ether. The combined ether extracts were washed with water, dried over MgSO4 and the solvent was removed by rotary evaporation. The residue was purified by HPLC, eluting with 95:5 hexane:acetone, to give 1.9 g (69%) of the product as a clear, colorless oil. Structure was established on the basis of IR and NMR analysis. Calc: C, 55.91; H, 3.86. Found: C, 56.84, H, 4.00.

後処理

  1. extractionextracted with ether
  2. washThe combined ether extracts were washed with water
  3. dry with materialdried over MgSO4
  4. customthe solvent was removed by rotary evaporation
  5. customThe residue was purified by HPLC
  6. washeluting with 95:5 hexane

出典と根拠

ORDレコード
ord-fd27dcb7b04c492084da2155de44a546
出典データセット
uspto-grants-1988_02
特許番号
US04725683

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