2-Fluorothiophenol → Ethyl 4-fluoro-alpha-[[(2-fluorophenyl)thio]methyl]benzeneacetate

HRID 22192

反応式

HRID 22192 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[CH2:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][CH:3]=1.[F:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[SH:22].[O-]CC.[Na+]>C(O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH2:14][S:22][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[F:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 5202162-FluorothiophenolHCID 2723922Sodium ethoxideHCID 19736751HCID 19736751、化合物

生成物 1

HCID 19927552Ethyl 4-fluoro-alpha-[[(2-fluorophenyl)thio]methyl]benzeneacetate収率 82.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

The crude product from Step A (3.9 g, 20 mole) was taken up in 20 ml of ethanol. To this solution, being stirred at room temperature, was added 2-fluorothiophenol (2.5 g, 20 mmole) and 50 mg of solid sodium ethoxide. After stirring for eight hours the ethanol was concentrated and the residue taken up in ether. The ether mixture was washed twice with 15% NaOH solution, dried (MgSO4) and concentrated to a colorless oil (5.3 g, 82% yield). 1H NMR (CDCl3) δ: 7.28 (4H, m), 7.06 (4H, m), 4.13 (2H, m), 3.72 (1H, m), 3.55 (1H, m), 3.20 (1H, dd, J=6, 12 Hz), 1.21 (3H, t, J=6 Hz).

後処理

  1. concentrationwas concentrated
  2. washThe ether mixture was washed twice with 15% NaOH solution
  3. dry with materialdried (MgSO4)

出典と根拠

ORDレコード
ord-c5b877e7aced48708173e5628ebd3f82
出典データセット
uspto-grants-1995_06
特許番号
US05428027

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