5-Fluoro-1-benzofuran → 5-Fluoro-2,3-dihydrobenzofuran

HRID 992041ノート

反応式

HRID 992041 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:10]=1>[Pd].C(O)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1

参加物

4

反応物 1

HCID 117883225-Fluoro-1-benzofuran

生成物 1

HCID 223986405-Fluoro-2,3-dihydrobenzofuran収率 85%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒

実験手順

A solution of 5-fluorobenzofuran and 10% palladium on carbon in acetic acid (25 ml) was hydrogenated under 50 psi for 12 hours. The catalyst was filtered through celite and the celite was washed with methylene chloride (200 ml). The organic layer was washed sequentially with 1N NaOH (3×100 ml), brine (3×100 ml) and dried over anhydrous sodium sulfate and filtered. The solvent was removed under vacuum to afforded 2.59 g (85%) of product as a clear oil: 1H NMR (300 MHz, CDCl3): δ 3.12 (t, 2H, J=8.7 Hz), 4.58 (t, 2H, J=8.7 Hz), 6.68 (dd, 1H, J=8.7, 4.2 Hz), 6.79 (tm, 1H, J=8.7 Hz), 6.89 (dm, 1H, J=8.1 Hz).

後処理

  1. filtrationThe catalyst was filtered through celite
  2. washthe celite was washed with methylene chloride (200 ml)
  3. washThe organic layer was washed sequentially with 1N NaOH (3×100 ml), brine (3×100 ml)
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customThe solvent was removed under vacuum

出典と根拠

ORDレコード
ord-a77dfad18ea649c5a52a59569e47a964
出典データセット
uspto-grants-2002_10
特許番号
US06465482B2

反応ノート

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