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2-(4-Bromo-2,6-dimethylphenyl)-4-[1-(tetrahydropyran-4-yl)-methylidene]-cyclopentane-1,3-dione → 2-(4-Bromo-2,6-dimethylphenyl)-4-(tetrahydropyran-4-ylmethyl)cyclopentane-1,3-dione

HRID 514202
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HRID 514202 반응식
[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([CH:9]2[C:13](=[O:14])[C:12](=[CH:15][CH:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[CH2:11][C:10]2=[O:22])=[C:4]([CH3:23])[CH:3]=1.[H][H]>CO.[C].[Pt]>[Br:1][C:2]1[CH:3]=[C:4]([CH3:23])[C:5]([CH:9]2[C:13](=[O:14])[CH:12]([CH2:15][CH:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[CH2:11][C:10]2=[O:22])=[C:6]([CH3:8])[CH:7]=1
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참가 물질

5

반응물 2

HCID 671097292-(4-Bromo-2,6-dimethylphenyl)-4-[1-(tetrahydropyran-4-yl)-methylidene]-cyclopentane-1,3-dioneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 584814642-(4-Bromo-2,6-dimethylphenyl)-4-(tetrahydropyran-4-ylmethyl)cyclopentane-1,3-dione

시약·촉매·용매 2

HCID 178503042HCID 178503042, 화합물촉매HCID 887Methanol용매

실험 절차

A solution of 2-(4-bromo-2,6-dimethylphenyl)-4-[1-(tetrahydropyran-4-yl)methylidene]cyclopentane-1,3-dione (0.10 g, 0.26 mmol) in methanol (100 ml) is passed over a cartridge of 10% platinum carbon under a 20 bar hydrogen atmosphere. The reaction mixture is then concentrated in vacuo, and the crude product is purified by flash column chromatography (hexane/ethyl acetate as eluant) to afford rac-2-(4-bromo-2,6-dimethylphenyl)-4-(tetrahydropyran-4-ylmethyl)cyclopentane-1,3-dione.

후처리

  1. concentrationThe reaction mixture is then concentrated in vacuo
  2. customthe crude product is purified by flash column chromatography (hexane/ethyl acetate as eluant)

출처 및 근거

ORD 기록
ord-caf12bb9f8a84b789572a550365430ed
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09107415B2

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