HCID 66739997, 화합물 → 2-(4-Fluoro-3-methoxyphenyl)-2-methylpropanoic acid

HRID 83859노트

반응식

HRID 83859 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:14])([CH3:13])[C:9]([O:11]C)=[O:10])=[CH:4][C:3]=1[O:15][CH3:16]>CO.[OH-].[Na+].O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:14])([CH3:13])[C:9]([OH:11])=[O:10])=[CH:4][C:3]=1[O:15][CH3:16]

참가 물질

5

반응물 1

HCID 66739997HCID 66739997, 화합물

생성물 1

HCID 667406012-(4-Fluoro-3-methoxyphenyl)-2-methylpropanoic acid수율 84%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 14798Sodium Hydroxide용매

실험 절차

A solution of methyl 2-(4-fluoro-3-methoxyphenyl)-2-methylpropanoate (146 g) in MeOH (2 L) and 25% NaOH in H2O (590 mL) was heated at reflux for 5 h. The reaction mixture was then allowed to cool to room temperature and concentrated at reduced pressure. The residue was dissolved in H2O (2 L) and washed with ether (500 mL). The aqueous layer was acidified cautiously with conc HCl to pH 2. The resulting mixture was extracted with DCM (3 L), and combined extracts were dried over MgSO4, and concentrated at reduced pressure to give 2-(4-fluoro-3-methoxyphenyl)-2-methylpropanoic acid (95 g, 84% over 2 steps). 1H NMR (400 MHz, CDCl3): δ 7.06-7.00 (m, 2H), 6.93 (m, 1H), 3.90 (s, 3H), 3.86 (s, 2H), 1.60 (s, 6H).

후처리

  1. temperatureat reflux for 5 h
  2. concentrationconcentrated at reduced pressure
  3. dissolutionThe residue was dissolved in H2O (2 L)
  4. washwashed with ether (500 mL)
  5. extractionThe resulting mixture was extracted with DCM (3 L)
  6. dry with materialwere dried over MgSO4
  7. concentrationconcentrated at reduced pressure

출처 및 근거

ORD 기록
ord-1554b7de18d241909647a7b7924b4fc5
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846739B2

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