Toluene → Ethyl 2-(benzofuran-3-yl)acetate

HRID 1178791

反応式

HRID 1178791 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3](=O)[CH2:2]1.[C:11]([CH:14]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([OH:13])=[O:12].[C:34]1(C)C=CC=C[CH:35]=1>>[CH2:34]([O:13][C:11](=[O:12])[CH2:14][C:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[O:1][CH:2]=1)[CH3:35]

参加物

4

反応物 3

HCID 1140TolueneHCID 23556CoumaranoneHCID 10870911Carboxymethylene triphenylphosphorane

生成物 1

HCID 7537531Ethyl 2-(benzofuran-3-yl)acetate

実験手順

A mixture of benzofuran-3 (2H)-one (1.34 g, 10 mmol) and (carboxymethylene) triphenylphosphorane (5.22 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. At the end, the reaction mixture was concentrated and loaded over a silica-gel column. The column was eluted with hexane (500 ml) and then with 25% ethyl acetate. The product, ethyl(-1-benzofuran-3-yl)acetate was obtained as a white oil. Yield: 2.0 g (98%); (M+H): 205.

後処理

  1. concentrationAt the end, the reaction mixture was concentrated
  2. washThe column was eluted with hexane (500 ml)

出典と根拠

ORDレコード
ord-09c5d5cb2e7f4ff48cf7c76821320af1
出典データセット
uspto-grants-2007_10
特許番号
US07276603B2

関連ノート

読み込み中…