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

HRID 29321

反応式

HRID 29321 の反応式
[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]

参加物

5

反応物 2

HCID 687131603-Methyl-4-vinylbenzofuran-2-carboxylic acid ethyl esterHCID 178418361HCID 178418361、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-303617bd87414db3b92775e9bb5c64c9
出典データセット
uspto-grants-2008_09
特許番号
US07420001B2

関連ノート

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