Ethanol → Ethyl 5-nitro-3indolepropionate

HRID 1647789

反応式

HRID 1647789 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[CH2:13][CH:14]1C(=O)O[C:17](C)([CH3:21])[O:16][C:15]1=[O:23])([O-:3])=[O:2].C(O)C>N1C=CC=CC=1.[Cu]>[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[CH2:13][CH2:14][C:15]([O:16][CH2:17][CH3:21])=[O:23])([O-:3])=[O:2]

参加物

5

反応物 2

HCID 702EthanolHCID 152282635-(5-Nitroindol-3-ylmethyl)-2,2-dimethyl-1,3-dioxane4,6-dione

生成物 1

HCID 19962040Ethyl 5-nitro-3indolepropionate収率 89.8%

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 1049Pyridine溶媒

実験手順

To a solution of 5-(5-nitroindol-3-ylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione (10.0 g, 0.031 mol) in a mixture of pyridine (80 mL) and absolute ethanol (20 mL) was added 0.1 g of copper powder and the mixture was refluxed under Ar for 2h. After being stirred at room temperature for 66 h the mixture was refluxed for an additional 1 h. The cooled mixture was filtered and the filtrate was evaporated. The resulting residue was triturated with ether and a little CH2Cl2 to give the title compound (7.3 g, 89%) as a solid, m.p. 118°-121° C.

後処理

  1. temperaturethe mixture was refluxed under Ar for 2h
  2. temperaturewas refluxed for an additional 1 h
  3. filtrationThe cooled mixture was filtered
  4. customthe filtrate was evaporated
  5. customThe resulting residue was triturated with ether

出典と根拠

ORDレコード
ord-841943fd1c034be78fda80b14197e12e
出典データセット
uspto-grants-1995_07
特許番号
US05434154

関連ノート

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