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2-Methyl-4-methoxycarbonylphenylboronic acid, pinacol ester → 4-(6-tert-Butyl-cyclohex-1-en-1-yl)-3-methyl-benzoic acid methyl ester

HRID 1794009
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인쇄 미리보기

반응식

HRID 1794009 반응식
[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7](B2OC(C)(C)C(C)(C)O2)=[C:6]([CH3:19])[CH:5]=1.FC(F)(F)S(O[C:27]1[CH:32]([C:33]([CH3:36])([CH3:35])[CH3:34])[CH2:31][CH2:30][CH2:29][CH:28]=1)(=O)=O>>[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([C:31]2[CH:32]([C:33]([CH3:36])([CH3:35])[CH3:34])[CH2:27][CH2:28][CH2:29][CH:30]=2)=[C:6]([CH3:19])[CH:5]=1
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참가 물질

3

반응물 2

HCID 110870242-Methyl-4-methoxycarbonylphenylboronic acid, pinacol esterHCID 158824046-Tert-butyl-cyclohex-1-en-1-yl trifluoromethanesulfonate

생성물 1

HCID 696525164-(6-tert-Butyl-cyclohex-1-en-1-yl)-3-methyl-benzoic acid methyl ester수율 84.9%

실험 절차

3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid methyl ester of Example 28, Step A (1.00 g, 3.62 mmol) and 6-tert-butyl-cyclohex-1-en-1-yl trifluoromethanesulfonate (1.24 g, 4.34 mmol) were reacted in the manner of Example 1, Step F. Purification by flash column chromatography on silica gel, eluting with a solvent gradient of from 0 to 5% ethyl acetate in hexane, afforded the title compound (0.880 g) as a light yellow oil.

후처리

  • customPurification by flash column chromatography on silica gel
  • washeluting with a solvent gradient of from 0 to 5% ethyl acetate in hexane
  • 출처 및 근거

    ORD 기록
    ord-b3daee2aaccd41178e76e03bb1b03634
    출처 데이터셋
    uspto-grants-2006_04
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07022699B2

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