HCID 66739997、化合物 → 2-(4-Fluoro-3-methoxyphenyl)-2-methylpropanoic acid

HRID 83859ノート

反応式

HRID 83859 の反応式
[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]

参加物

5

反応物 1

HCID 66739997HCID 66739997、化合物

生成物 1

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

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-1554b7de18d241909647a7b7924b4fc5
出典データセット
uspto-grants-2014_09
特許番号
US08846739B2

反応ノート

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