Water → 2-Methoxy-5-(4-nitrophenoxy)benzoic acid

HRID 491070ノート

反応式

HRID 491070 の反応式
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([CH:18]=[CH:19][C:20]=1[O:21][CH3:22])[O:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=1)=[O:4].[OH-].[K+].O>CO>[C:3]([C:5]1[CH:6]=[C:7]([CH:18]=[CH:19][C:20]=1[O:21][CH3:22])[O:8][C:9]1[CH:10]=[CH:11][C:12]([N+:15]([O-:17])=[O:16])=[CH:13][CH:14]=1)([OH:4])=[O:2]

参加物

5

反応物 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 230230954-(3-Methoxycarbonyl-4-methoxyphenoxy)-1-nitrobenzene

生成物 1

HCID 230230632-Methoxy-5-(4-nitrophenoxy)benzoic acid収率 90.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 4-(3-methoxycarbonyl-4-methoxyphenoxy)-1-nitrobenzene (1.2 g), KOH (0.33 g) and water (5 mL) in MeOH (45 mL) was stirred at room temp. overnight and then heated at the reflux temp. for 4 h. The resulting mixture was cooled to room temp. and concentrated under reduced pressure. The residue was dissolved in water (50 mL), and the aqueous mixture was made acidic with a 1N HCl solution. The resulting mixture was extracted with EtOAc (50 mL). The organic layer was dried (MgSO4) and concentrated under reduced pressure to give 4-(3-carboxy-4-methoxyphenoxy)-1-nitrobenzene (1.04 g).

後処理

  1. temperatureheated at the reflux temp
  2. waitfor 4 h
  3. temperatureThe resulting mixture was cooled to room temp.
  4. concentrationconcentrated under reduced pressure
  5. dissolutionThe residue was dissolved in water (50 mL)
  6. extractionThe resulting mixture was extracted with EtOAc (50 mL)
  7. dry with materialThe organic layer was dried (MgSO4)
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-0aa9a35af12444abbbb130a052d7907f
出典データセット
uspto-grants-2009_05
特許番号
US07528255B2

反応ノート

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