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2-(4-fluoro-3-methoxyphenyl)-N-methoxy-N,2-dimethylpropanamide → HCID 66740026, 화합물

HRID 83861
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HRID 83861 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:16])([CH3:15])[C:9](N(OC)C)=[O:10])=[CH:4][C:3]=1[O:17][CH3:18].[Li][CH3:20]>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:15])([CH3:16])[C:9](=[O:10])[CH3:20])=[CH:4][C:3]=1[O:17][CH3:18]
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HCID 866622452-(4-fluoro-3-methoxyphenyl)-N-methoxy-N,2-dimethylpropanamideHCID 178418348HCID 178418348, 화합물

생성물 1

HCID 66740026HCID 66740026, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-(4-fluoro-3-methoxyphenyl)-N-methoxy-N,2-dimethylpropanamide (123 g, 0.48 mol) in THF (1 L)-78° C. was added 3M ethereal solution of MeLi (210 mL, 0.627 mol). The resulting solution was warmed to ambient temperature and stirred 16 h. The reaction mixture was quenched with 3N HCl (400 mL) and extracted with EtOAc (600 mL×2). The combined extracts were washed with satd NaHCO3 (1.0 L) and brine (1.0 L), then dried over MgSO4 and concentrated at reduced pressure to give 3-(4-fluoro-3-methoxyphenyl)-3-methylbutan-2-one as yellow color oil (92.5 g, 91%). 1H NMR (400 MHz, CDCl3): δ 7.05 (m, 1H), 6.83-6.78 (m, 2H), 3.88 (s, 3H), 1.95 (s, 3H), 1.47 (s, 6H).

후처리

  1. customThe reaction mixture was quenched with 3N HCl (400 mL)
  2. extractionextracted with EtOAc (600 mL×2)
  3. washThe combined extracts were washed with satd NaHCO3 (1.0 L) and brine (1.0 L)
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated at reduced pressure

출처 및 근거

ORD 기록
ord-d79a84b0c63641a6b23db223460aa37a
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846739B2

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