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

HRID 494344

反応式

HRID 494344 の反応式
[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]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 690433-Nitrophthalic acidHCID 53629101Methylorthoformate

生成物 1

HCID 43994772-(Methoxycarbonyl)-6-nitrobenzoic acid収率 82.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8f4c750e7b7c4431acc82c6ab7a7af32
出典データセット
uspto-grants-2009_05
特許番号
US07538133B2

関連ノート

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