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Methyl 2'-fluoro-5'-(methyloxy)-2-(3,3,5,5-tetramethyl-1-cyclohexen-1-yl)-1,1'-biphenyl-4-carboxylate → Methyl 2'-fluoro-5'-(methyloxy)-2-(3,3,5,5-tetramethylcyclohexyl)-1,1'-biphenyl-4-carboxylate

HRID 1662494
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HRID 1662494 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[CH2:25][C:24]([CH3:27])([CH3:26])[CH2:23][C:22]([CH3:29])([CH3:28])[CH:21]=1>[Pt](=O)=O.CCOC(C)=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[CH2:25][C:24]([CH3:27])([CH3:26])[CH2:23][C:22]([CH3:29])([CH3:28])[CH2:21]1
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참가 물질

4

반응물 1

HCID 57706531Methyl 2'-fluoro-5'-(methyloxy)-2-(3,3,5,5-tetramethyl-1-cyclohexen-1-yl)-1,1'-biphenyl-4-carboxylate

생성물 1

HCID 57707074Methyl 2'-fluoro-5'-(methyloxy)-2-(3,3,5,5-tetramethylcyclohexyl)-1,1'-biphenyl-4-carboxylate수율 59.3%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 21584119Ethylacetate methanol용매

실험 절차

A screw-cap pressure tube was charged with 69.31B (0.22 g, 0.55 mmol), 1:1 EtOAc/MeOH (10 mL), and platinum(IV) oxide (0.025 g, 0.11 mmol). The tube was purged three times with H2 at 50 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 (0-8% EtOAc/hexane) to afford 69.32A (0.13 g, 59% yield) as a colorless oil.

후처리

  1. customThe tube was purged three times with H2 at 50 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 (0-8% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-28a7a0c61e1f474ca8d54c5af823b32b
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08030354B2

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