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Sodium Hydroxide → {2-[2-Chloro-4-(methylsulfonyl)phenoxy]phenoxy}acetic acid

HRID 1675634
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HRID 1675634 반응식
[H-].[Na+].[OH:3][C:4]1[CH:14]=[CH:13][CH:12]=[CH:11][C:5]=1[O:6][CH2:7][C:8]([OH:10])=[O:9].[CH3:15][S:16]([C:19]1[CH:24]=[CH:23][C:22](F)=[C:21]([Cl:26])[CH:20]=1)(=[O:18])=[O:17].[OH-].[Na+]>CN(C=O)C>[Cl:26][C:21]1[CH:20]=[C:19]([S:16]([CH3:15])(=[O:18])=[O:17])[CH:24]=[CH:23][C:22]=1[O:3][C:4]1[CH:14]=[CH:13][CH:12]=[CH:11][C:5]=1[O:6][CH2:7][C:8]([OH:10])=[O:9]
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참가 물질

6

반응물 4

HCID 14798Sodium HydroxideHCID 22783(o-Hydroxyphenoxy)acetic acidHCID 24758Sodium hydrideHCID 213408802-Chloro-1-fluoro-4-methylsulfonylbenzene

생성물 1

HCID 58516141{2-[2-Chloro-4-(methylsulfonyl)phenoxy]phenoxy}acetic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

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온도
40 °C

실험 절차

Sodium hydride (60% disp. oil, 0.24 g) was added to a solution of (2-hydroxyphenoxy) acetic acid (0.5 g) in DMF (20 ml) and stirred at 40° C. for 30 min. The product from example 7 step (ii) (0.62 g) was added, then the mixture heated at 75° C. for 30 h. 2M Sodium hydroxide solution was added and extracted with ethylacetate. The aqueous layer was acidified with 2M hydrochloric acid and extracted with ethyl acetate. The organics were dried, evaporated under reduced pressure and the residue purified by RPHPLC, yield 0.21 g.

후처리

  1. temperaturethe mixture heated at 75° C. for 30 h
  2. extractionextracted with ethylacetate
  3. extractionextracted with ethyl acetate
  4. customThe organics were dried
  5. customevaporated under reduced pressure
  6. customthe residue purified by RPHPLC, yield 0.21 g

출처 및 근거

ORD 기록
ord-c13982af25aa4b788b6fcfea351c7669
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08003703B2

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