Phosphorus oxychloride → HCID 57545162、化合物

HRID 1661519ノート

反応式

HRID 1661519 の反応式
P(Cl)(Cl)(Cl)=O.[Br:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]([O:17][C:18]2[CH:23]=[C:22]([O:24][CH2:25][CH3:26])[CH:21]=[C:20]([O:27][CH2:28][CH3:29])[CH:19]=2)[C:14](O)=[O:15])=[CH:9][CH:8]=1>[Cl-].[Zn+2].[Cl-]>[Br:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]2[C:14](=[O:15])[C:19]3[C:20]([O:27][CH2:28][CH3:29])=[CH:21][C:22]([O:24][CH2:25][CH3:26])=[CH:23][C:18]=3[O:17]2)=[CH:9][CH:8]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 57545186HCID 57545186、化合物

生成物 1

HCID 57545162HCID 57545162、化合物

試薬・触媒・溶媒 1

HCID 3007855Zincchloride触媒

反応条件

温度
0 °C

実験手順

38 ml (407 mmol) of phosphoryl chloride are added to 16.1 g (40.7 mmol) of (4-bromophenyl)-(3,5-diethoxyphenoxy)acetic acid under argon at RT. The mixture is cooled to 0° C., and 8.32 g (61.0 mmol) of zinc chloride are added. After 10 min, the ice bath is removed and the mixture is stirred at RT overnight. The reaction mixture is poured into a large amount of ice-water and stirred for 15 min. Dichloromethane is added, the phases are separated, and the organic phase is washed with water, dried over sodium sulfate, filtered and concentrated. Gradient chromatography on silica gel 60 (mobile phase: toluene/ethyl acetate) results in 10.2 g (67% of theory) of the product.

後処理

  1. customthe ice bath is removed
  2. additionThe reaction mixture is poured into a large amount of ice-water
  3. stirringstirred for 15 min
  4. additionDichloromethane is added
  5. customthe phases are separated
  6. washthe organic phase is washed with water
  7. dry with materialdried over sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customGradient chromatography on silica gel 60 (mobile phase: toluene/ethyl acetate) results in 10.2 g (67% of theory) of the product

出典と根拠

ORDレコード
ord-ba41be3091794db1802e9047f4348809
出典データセット
uspto-grants-2011_10
特許番号
US08030347B2

反応ノート

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