Phosphorus oxychloride → HCID 57545162, 화합물

HRID 1661519노트

반응식

HRID 1661519 반응식
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

참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 57545186HCID 57545186, 화합물

생성물 1

HCID 57545162HCID 57545162, 화합물

시약·촉매·용매 1

HCID 3007855Zincchloride촉매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ba41be3091794db1802e9047f4348809
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030347B2

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