Methyl iodide → Methyl 3-methoxy-4-methyl-2-nitrobenzoate

HRID 1672478

反応式

HRID 1672478 の反応式
O[C:2]1[C:3]([N+:12]([O-:14])=[O:13])=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([OH:7])=[O:6].[C:15]([O-])([O-])=O.[K+].[K+].CI.C(Cl)Cl.[CH3:26][OH:27]>CN(C=O)C.O>[CH3:26][O:27][C:2]1[C:3]([N+:12]([O-:14])=[O:13])=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([O:7][CH3:15])=[O:6]

参加物

7

反応物 4

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 813743-Hydroxy-4-methyl-2-nitrobenzoic acidHCID 21226129Dichloromethane methanol

生成物 1

HCID 14543060Methyl 3-methoxy-4-methyl-2-nitrobenzoate収率 94.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 3-hydroxy-4-methyl-2-nitrobenzoic acid (365 g, 1.85 mol) in DMF (3280 mL) were added K2CO3 (524.4 g, 3.80 mol) and MeI (788 g, 5.55 mol) in one portion. Then the reaction mixture was stirred at room temperature overnight. TLC(CH2Cl2/MeOH=3:1) indicated the reaction was complete. Water (9 L) was added to the reaction mixture and the mixture was extracted with EtOAc (3 L×2). The combined organic layers were washed with 1 N aq. NaOH (1 L×2) and brine, dried over anhydrous Na2SO4 and concentrated in vacuo to give the title compound (395 g, 94.7%) as a light yellow solid.

後処理

  1. extractionthe mixture was extracted with EtOAc (3 L×2)
  2. washThe combined organic layers were washed with 1 N aq. NaOH (1 L×2) and brine
  3. dry with materialdried over anhydrous Na2SO4
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-bc9a8d433be54c0487e702831b7e51a7
出典データセット
uspto-grants-2011_08
特許番号
US07998978B2

関連ノート

読み込み中…