Ethyl propiolate → Ethyl 1-benzyl-1H-pyrrole-3-carboxylate

HRID 2296900

反応式

HRID 2296900 の反応式
[CH2:1]([N:8]([CH:13]=O)[CH2:9][C:10](O)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:15]([O:19][CH2:20][CH3:21])(=[O:18])[C:16]#C>C(OC(=O)C)(=O)C>[CH2:1]([N:8]1[CH:9]=[CH:10][C:16]([C:15]([O:19][CH2:20][CH3:21])=[O:18])=[CH:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 12182Ethyl propiolateHCID 12958481N-benzyl-N-formylglycine

生成物 1

HCID 14667729Ethyl 1-benzyl-1H-pyrrole-3-carboxylate収率 94%

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

Using 1.93 g (10 mmol) of N-benzyl-N-formylglycine, 3.65 g (37.2 mmol) of ethyl propiolate and 10 ml of acetic anhydride, a reaction and post treatment were conducted in a similar manner as, in Referential Example 1. The resulting brown oil was purified by silica gel column chromatography [silica gel: “No.9385”, product of Merck & Co., Inc. (the same silica gel was also used in the subsequent referential examples and examples); eluent: ethyl acetate/hexane=1/3], whereby 2.156 g of the title compound were obtained (yield: 94.0%).

後処理

  1. customa reaction and post treatment
  2. customThe resulting brown oil was purified by silica gel column chromatography [silica gel

出典と根拠

ORDレコード
ord-44bb8a1dc0ec490fa9d714ab2df75456
出典データセット
uspto-grants-2002_12
特許番号
US06489473B2

関連ノート

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