3-Methyl-4-vinylbenzofuran-2-carboxylic acid ethyl ester → 3-Methyl-4-ethylbenzofuran-2-carboxylic acid ethyl ester

HRID 29321

반응식

HRID 29321 반응식
[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][CH:13]=[C:12]([CH:16]=[CH2:17])[C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2].[H][H]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][CH3:17])[C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2]

참가 물질

5

반응물 2

HCID 687131603-Methyl-4-vinylbenzofuran-2-carboxylic acid ethyl esterHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 687161913-Methyl-4-ethylbenzofuran-2-carboxylic acid ethyl ester

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 0.40 g (1.74 mmol) of 3-methyl-4-vinylbenzofuran-2-carboxylic acid ethyl ester in 25 mL of ethyl acetate under nitrogen was added 0.050 g of 10% palladium on carbon. The reaction was shaken on a Parr hydrogenator under 40 psi of hydrogen for 4 h. The reaction was then filtered through a pad of celite. The celite was washed with an additional 150 mL of ethyl acetate and the filtrate was concentrated in vacuo. The residue was chromatographed on silica gel eluting with ethyl acetate/hexanes (1:30) to provide 0.395 of 3-methyl-4-ethylbenzofuran-2-carboxylic acid ethyl ester.

후처리

  1. filtrationThe reaction was then filtered through a pad of celite
  2. washThe celite was washed with an additional 150 mL of ethyl acetate
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe residue was chromatographed on silica gel eluting with ethyl acetate/hexanes (1:30)

출처 및 근거

ORD 기록
ord-303617bd87414db3b92775e9bb5c64c9
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07420001B2

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