Methanol → Methyl 4-nitrobenzoate

HRID 1733677

반응식

HRID 1733677 반응식
[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]

참가 물질

5

반응물 3

HCID 887MethanolHCID 61084-Nitrobenzoic AcidHCID 6212Chloroform

생성물 1

HCID 12083Methyl 4-nitrobenzoate

시약·촉매·용매 1

HCID 8471Triethylamine용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-38c941003c3a46d3a356f2807d976bd2
출처 데이터셋
uspto-grants-1980_12
특허 번호
US04242507

연결된 노트

불러오는 중…