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

HRID 428520노트

반응식

HRID 428520 반응식
[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

참가 물질

4

반응물 1

HCID 117883225-Fluoro-1-benzofuran

생성물 1

HCID 223986405-Fluoro-2,3-dihydrobenzofuran수율 85%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 176Acetic Acid용매

실험 절차

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=Hz), 6.79 (tm, 1H, J=8.7 Hz), 6.89 (dm, 1H, J=8.1 Hz).

후처리

  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

출처 및 근거

ORD 기록
ord-c1804601c549459eb5765bed5ed475d7
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313126B1

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