Methyl 2'-fluoro-2-(2-methyl-5-oxo-1-cyclopenten-1-yl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate → Methyl 2'-fluoro-2-(2-methylcyclopentyl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate

HRID 1662495

반응식

HRID 1662495 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[CH:12][C:11]=1[C:20]1[C:24](=O)[CH2:23][CH2:22][C:21]=1[CH3:26]>[Pt](=O)=O.CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[CH:12][C:11]=1[CH:20]1[CH2:24][CH2:23][CH2:22][CH:21]1[CH3:26]

참가 물질

4

반응물 1

HCID 57705608Methyl 2'-fluoro-2-(2-methyl-5-oxo-1-cyclopenten-1-yl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate

생성물 1

HCID 57706176Methyl 2'-fluoro-2-(2-methylcyclopentyl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate수율 13.4%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 887Methanol용매

실험 절차

A screw-cap pressure tube was charged with 66.56B (0.31 g, 0.87 mmol), MeOH (10 mL), and platinum(IV) oxide (0.040 g, 0.17 mmol). The tube was purged three times with H2 at 45 psi and sealed, and the contents were stirred overnight. The mixture was diluted with EtOAc, filtered through silica gel (EtOAc), and concentrated. The crude product was purified by silica gel flash chromatography (0-20% EtOAc/hexane) to afford 69.33A (1:1 d.r.) (0.040 g) as a colorless oil.

후처리

  1. customThe tube was purged three times with H2 at 45 psi
  2. customsealed
  3. additionThe mixture was diluted with EtOAc
  4. filtrationfiltered through silica gel (EtOAc)
  5. concentrationconcentrated
  6. customThe crude product was purified by silica gel flash chromatography (0-20% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-b38c943dd6da45b6b7c5f9a6dac62e6f
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030354B2

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