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Sodium Hydroxide → 1-[Methyl-(4-fluorophenyl)sulfonyl-amino]cyclopropanecarboxylic acid

HRID 1479884
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인쇄 미리보기

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HRID 1479884 반응식
[CH3:1][N:2]([S:10]([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)(=[O:12])=[O:11])[C:3]1([C:6]([O:8]C)=[O:7])[CH2:5][CH2:4]1.[OH-].[Na+]>O1CCOCC1>[CH3:1][N:2]([S:10]([C:13]1[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=1)(=[O:12])=[O:11])[C:3]1([C:6]([OH:8])=[O:7])[CH2:5][CH2:4]1
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 90390547Methyl 1-[methyl-(4-fluorophenyl)sulfonyl-amino]cyclopropanecarboxylate

생성물 1

HCID 903908061-[Methyl-(4-fluorophenyl)sulfonyl-amino]cyclopropanecarboxylic acid수율 81%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
50 °C

실험 절차

A solution of 14A (1.3 g, 4.52 mmol) in dioxane (40 mL) was added with 10% NaOH aq. solution (20 mL) and the mixture was heated at 50° C. overnight. The organic solvent was removed under reduced pressure and the aqueous phase was acidified with 10% HCl. The solid formed was collected by filtration, washed with water (2×20 mL) and dried to afford 15A as white solid (1.0 g, 81% yield). 1HNMR (DMSO, 200 MHz) δ 1.40 (bs, 4H), 2.91 (s, 3H), 7.42 (m, 2H), 7.80 (m, 2H), 12.60 (bs, 1H).

후처리

  1. customThe organic solvent was removed under reduced pressure
  2. customThe solid formed
  3. filtrationwas collected by filtration
  4. washwashed with water (2×20 mL)
  5. customdried

출처 및 근거

ORD 기록
ord-69c1a6bd040a471b8dd593befe29eecf
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09409864B2

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