Methanol → Methyl 4-nitrobenzoate

HRID 1733677

反応式

HRID 1733677 の反応式
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH:13](Cl)(Cl)Cl.CO>C(N(CC)CC)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8]([O:10][CH3:13])=[O:9])=[CH:11][CH:12]=1)([O-:3])=[O:2]

参加物

5

反応物 3

HCID 887MethanolHCID 61084-Nitrobenzoic AcidHCID 6212Chloroform

生成物 1

HCID 12083Methyl 4-nitrobenzoate

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒2 回

実験手順

p-Nitrobenzoic acid (1.67 g) is suspended into chloroform (20 ml) and thereto are added triethylamine (1.40 ml) under ice-cooling and further 1-(p-chlorobenzenesulfonyoxy)-6-chloro-1,2,3-benzotriazole (3.44 g). When the mixture is stirred at room temperature for 15 minutes, yellow precipitates are produced and the mixture is further stirred for 5 hours. To the mixture are added methanol (0.6 ml) and triethylamine (1.4 ml), whereby the precipitates are dissolved. After stirring for 1 hour, chloroform is distilled off and the residue extracted with ethyl acetate. The extract is washed with water, an aqueous sodium hydrogen carbonate, 1 N hydrochloric acid and water in order and dried over anhydrous magnesium sulfate. After drying, the solvent is distilled off. The resulting crystals aare recrystallized from isopropyl alcohol to give yellow crystals of methyl p-nitrobenzoate (1.4 g), melting point: 93°-94° C.

後処理

  1. temperaturecooling
  2. customyellow precipitates
  3. customare produced
  4. stirringthe mixture is further stirred for 5 hours
  5. dissolutionare dissolved
  6. stirringAfter stirring for 1 hour
  7. distillationchloroform is distilled off
  8. extractionthe residue extracted with ethyl acetate
  9. washThe extract is washed with water
  10. dry with materialan aqueous sodium hydrogen carbonate, 1 N hydrochloric acid and water in order and dried over anhydrous magnesium sulfate
  11. customAfter drying
  12. distillationthe solvent is distilled off
  13. customThe resulting crystals aare recrystallized from isopropyl alcohol

出典と根拠

ORDレコード
ord-38c941003c3a46d3a356f2807d976bd2
出典データセット
uspto-grants-1980_12
特許番号
US04242507

関連ノート

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