4-Nitrophenol → Methyl 2-(4-nitrophenoxy)propanoate

HRID 83785

반응식

HRID 83785 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].C([O-])([O-])=O.[K+].[K+].[I-].[Na+].Cl[CH:20]([CH3:25])[C:21]([O:23][CH3:24])=[O:22]>CC(C)=O>[CH3:24][O:23][C:21](=[O:22])[CH:20]([O:10][C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)[CH3:25]

참가 물질

6

반응물 4

HCID 9804-NitrophenolHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 28659Methyl 2-chloropropionate

생성물 1

HCID 4501947Methyl 2-(4-nitrophenoxy)propanoate수율 31%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a mixture of 4-nitrophenol (200 grm, 1.439 mol), anhydrous K2CO3 (800 grm, 5.789 mol) and sodium iodide (10 g, 66.7 mmol) in anhydrous acetone (2.75 L) was added methyl 2-chloropropionate (264 g, 2.154 mol) and refluxed for 20 hours. Acetone was distilled off and water (3 L) was added. Crude 14 was filtered, dried and recrystallised from a mixture of ethyl acetate:hexane (1:5) to give pure 14 (100 g, 31%) as a white fluffy powder with a m.p between 83-84° C.

후처리

  1. temperaturerefluxed for 20 hours
  2. distillationAcetone was distilled off
  3. additionwater (3 L) was added
  4. filtrationCrude 14 was filtered
  5. customdried
  6. customrecrystallised from a mixture of ethyl acetate:hexane (1:5)

출처 및 근거

ORD 기록
ord-8d8c1ad925fa435f8b7bbb7966f51d1b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846845B2

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