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

HRID 501837

反応式

HRID 501837 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 4501947Methyl 2-(4-nitrophenoxy)propanoate収率 31%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-3135fb2ef6c0473ba77bd61179ce8663
出典データセット
uspto-grants-2010_08
特許番号
US07772352B2

関連ノート

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