Sodium Hydroxide → 6-Fluoro-4-methoxy-biphenyl-3-carboxylic acid

HRID 2229565ノート

反応式

HRID 2229565 の反応式
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]([F:13])=[CH:9][C:10]=1[O:11][CH3:12])=[O:4].[OH-].[Na+]>O1CCOCC1>[F:13][C:8]1[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[C:10]([O:11][CH3:12])[CH:9]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 220934916-Fluoro-4-methoxy-biphenyl-3-carboxylic acid methyl ester

生成物 1

HCID 184681996-Fluoro-4-methoxy-biphenyl-3-carboxylic acid収率 97.1%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

To a stirring solution of 6-fluoro-4-methoxy-biphenyl-3-carboxylic acid methyl ester (0.5 g, 2.3 mmol) in dioxane (8 mL, 0.3 M) was added 2N NaOH (6.0 mL, 12 mmol). After one'hour at room temperature, the reaction mixture was concentrated, and 2N HCl was added. The aqueous layer was diluted with ether. The organic layer was separated, dried over Na2SO4, filtered and concentrated to afford a 6-fluoro-4-methoxy-biphenyl-3-carboxylic acid (0.55 g, 96%) as a pale yellow powder: Rf 0.18 (5% methanol in dichloromethane); 1H NMR (CDCl3, 300 MHz) δ 8.35 (d, J=9.0 Hz, 1H), 7.55-7.52 (m, 2H), 7.48-7.38 (m, 3H), 6.89 (d, J=11.7 Hz, 1H), 4.12 (s, 3H).

後処理

  1. customAfter one'hour at room temperature
  2. concentrationthe reaction mixture was concentrated
  3. addition2N HCl was added
  4. additionThe aqueous layer was diluted with ether
  5. customThe organic layer was separated
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-d6003dd9e0a94661a2228d60d4c5dee4
出典データセット
uspto-grants-2002_07
特許番号
US06420426B1

反応ノート

読み込み中…