Benzyl Bromide → 4-Pentenoic acid, phenylmethyl ester

HRID 1883604

반응식

HRID 1883604 반응식
[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

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 10796Cesium carbonateHCID 611384-Pentenoic acid

생성물 1

HCID 100520354-Pentenoic acid, phenylmethyl ester

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
40 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5d98ee399100416ea500cf231522e00e
출처 데이터셋
uspto-grants-2004_07
특허 번호
US06762190B2

연결된 노트

불러오는 중…