Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → Methyl 2-(benzofuran-2-yl)acetate

HRID 368359

反応式

HRID 368359 の反応式
[O:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=O.[CH3:11][O:12][C:13](=[O:34])[CH:14]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>C1(C)C=CC=CC=1>[CH3:11][O:12][C:13](=[O:34])[CH2:14][C:2]1[O:1][C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[CH:3]=1

参加物

4

反応物 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester2 回HCID 683822(3H)-Benzofuranone

生成物 1

HCID 15618731Methyl 2-(benzofuran-2-yl)acetate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

A solution of 2-coumaranone (5.0 g, 37 mmol) and methyl(triphenylphosphoranylideneacetate) (13.5 g. 40 mmol) in toluene (70 mL) was heated to reflux for 25 hours. More toluene was added (10 mL), and after a further 5 hours, more methyl(triphenylphosphoranylideneacetate) (0.5 g, 1.5 mmol). After another 19 hours, a further 1.0 g (3.0 mmol) was added, and after a further 21 hours, the solvent was removed in vacuo. Column chromatography (heptane:ethyl acetate 4:1) gave the product as a brown oil, 28 mmol, 75%.

後処理

  1. temperatureto reflux for 25 hours
  2. waitAfter another 19 hours
  3. additiona further 1.0 g (3.0 mmol) was added
  4. waitafter a further 21 hours
  5. customthe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-e190f94161084b85ab512fd4db0451c1
出典データセット
uspto-grants-2000_10
特許番号
US06133307

関連ノート

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