Benzyl Bromide → 4-Pentenoic acid, phenylmethyl ester

HRID 1883604ノート

反応式

HRID 1883604 の反応式
[C:1]([OH:7])(=[O:6])[CH2:2][CH2:3][CH:4]=[CH2:5].C([O-])([O-])=O.[Cs+].[Cs+].[CH2:14](Br)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(O)C>[CH2:14]([O:6][C:1](=[O:7])[CH2:2][CH2:3][CH:4]=[CH2:5])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 10796Cesium carbonateHCID 611384-Pentenoic acid

生成物 1

HCID 100520354-Pentenoic acid, phenylmethyl ester

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
40 °C

実験手順

To 10.53 g (105 mmol) of pent-4-enoic acid in 150 ml ethanol was added 17.1 g (52.5 mmol) of Cs2CO3 and the reaction mixture was stirred at 40° C. for 2 h. The solvent was removed in vacuo, the residue coevaporated three times with toluene and then dissolved in 150 ml of DMF. 17.96 g (105 mmol) of benzyl bromide were added and the reaction mixture stirred at room temperature for 48 h. The reaction mixture was filtered, diluted with water and extracted three times with heptane. The combined organic phases were dried over MgSO4, filtered and the solvent was removed in vacuo. Yield: 19.92 g.

後処理

  1. customThe solvent was removed in vacuo
  2. dissolutiondissolved in 150 ml of DMF
  3. stirringthe reaction mixture stirred at room temperature for 48 h
  4. filtrationThe reaction mixture was filtered
  5. additiondiluted with water
  6. extractionextracted three times with heptane
  7. dry with materialThe combined organic phases were dried over MgSO4
  8. filtrationfiltered
  9. customthe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-5d98ee399100416ea500cf231522e00e
出典データセット
uspto-grants-2004_07
特許番号
US06762190B2

反応ノート

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