Nitric Acid → 1,3-Benzenedicarboxylic acid, 2-hydroxy-5-nitro-, 1,3-dimethyl ester

HRID 1268228ノート

反応式

HRID 1268228 の反応式
[OH:1][C:2]1[C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[N+:16]([O-])([OH:18])=[O:17].S(=O)(=O)(O)O.O>CCCCCC>[OH:1][C:2]1[C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][C:9]([N+:16]([O-:18])=[O:17])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

参加物

6

反応物 4

HCID 944Nitric AcidHCID 962WaterHCID 1118Sulfuric AcidHCID 10889156dimethyl 2-hydroxyisophthalate

生成物 1

HCID 139742081,3-Benzenedicarboxylic acid, 2-hydroxy-5-nitro-, 1,3-dimethyl ester収率 89%

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

実験手順

Dimethyl 2-hydroxyisophthalate (1.5 g) was added to a mixture of 69% nitric acid (5 ml) and concentrated sulfuric acid (5 ml) and the mixture was stirred in an ice bath for 0.5 hours. After pouring into iced water, the reaction mixture was extracted with ethyl acetate. The extract was washed with water and brine. The organic layer was dried over anhydrous magnesium sulfate, filtered and the filtrate concentrated in vacuo to afford a yellow solid. To the solid was added hexane and the mixture was filtered to give the desired compound (1.6 g, yield 89%) as a yellow solid.

後処理

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washThe extract was washed with water and brine
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated in vacuo
  6. customto afford a yellow solid
  7. filtrationthe mixture was filtered

出典と根拠

ORDレコード
ord-59d04821002a4ed1aada8aa5cc19c6ca
出典データセット
uspto-grants-2003_04
特許番号
US06555556B1

反応ノート

読み込み中…