Hydrochloric Acid → Methyl 3-methylanthranilate

HRID 255856

反応式

HRID 255856 の反応式
[NH2:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl.[C:13](=O)(O)[O-].[Na+]>CO>[NH2:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:13])=[O:5]

参加物

5

反応物 3

HCID 313Hydrochloric Acid2 回HCID 781012-Amino-3-methylbenzoic acidHCID 516892Sodium Bicarbonate

生成物 1

HCID 2763406Methyl 3-methylanthranilate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
5 °C

実験手順

A solution of 60.8 g of 2-amino-3-methylbenzoic acid in 900 ml of dry methanol was saturated with anhydrous hydrogen chloride at 0°-10° C., then allowed to stand at room temperature overnight. Then it was refluxed for one hour, cooled to 5° C., resaturated with anhydrous hydrogen chloride, held overnight at room temperature and stripped of solvent. The residue was made neutral with saturated aqueous sodium bicarbonate solution, and extracted with methylene chloride. The extract phase was washed with saturated aqueous sodium bicarbonate solution, dried (MgSO4), filtered and stripped of solvent. The residue was distilled in a kugelrohr apparatus to give methyl 2-amino-3-methylbenzoate (49A), b.p.: 100°-105° C. (1Torr.).

後処理

  1. temperatureThen it was refluxed for one hour
  2. waitheld overnight at room temperature
  3. extractionextracted with methylene chloride
  4. washThe extract phase was washed with saturated aqueous sodium bicarbonate solution
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. distillationThe residue was distilled in a kugelrohr apparatus

出典と根拠

ORDレコード
ord-5076a2f0ee6f4c48b80060ff58c82f44
出典データセット
uspto-grants-1987_10
特許番号
US04699651

関連ノート

読み込み中…