Sulfuric Acid → 2-(Methoxycarbonyl)-6-nitrobenzoic acid

HRID 397119

반응식

HRID 397119 반응식
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]=1[C:13]([OH:15])=[O:14])([O-:3])=[O:2].[CH:16]([O-])([O-])OC.S(=O)(=O)(O)O>CO>[C:13]([C:5]1[C:4]([N+:1]([O-:3])=[O:2])=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([O:9][CH3:16])=[O:8])([OH:15])=[O:14]

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 690433-Nitrophthalic acidHCID 53629101Methylorthoformate

생성물 1

HCID 43994772-(Methoxycarbonyl)-6-nitrobenzoic acid수율 82.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a suspension of 3-nitrophthalic acid (211 g) and methyl orthoformate (127 g) in methanol (420 ml) was added conc. sulfuric acid (20 ml) dropwise with stirring. The reaction mixture was heated under reflux for 18 hours and concentrated to dryness. After addition of water (30 ml) to the residue, the mixture was stirred at 3-10° C. for one hour. The precipitated crystals were recrystallized from ethyl acetate-hexane to give pale yellow prisms (185 g, 82%), m.p. 166-168° C.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 18 hours
  3. concentrationconcentrated to dryness
  4. additionAfter addition of water (30 ml) to the residue
  5. stirringthe mixture was stirred at 3-10° C. for one hour
  6. customThe precipitated crystals were recrystallized from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-2f0dbddde74b41fda6b195d8e1e9af4f
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06608210B2

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