Water → 2-Acetamido-6-methylbenzoic acid

HRID 22180

反応式

HRID 22180 の反応式
[CH3:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[C:6]([NH2:11])[CH:5]=[CH:4][CH:3]=1.[C:12](OC(=O)C)(=[O:14])[CH3:13].O>C(O)(=O)C>[CH3:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[C:6]([NH:11][C:12](=[O:14])[CH3:13])[CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 1512106-Methylanthranilic acid

生成物 1

HCID 28014002-Acetamido-6-methylbenzoic acid収率 85%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A suspension of 15.2 g (100 mmoles) of 6-methyl-2-aminobenzoic acid (obtained from the Aldrich Chemical Company, Inc., Milwaukee Wis.) in 150 mL of glacial acetic acid was heated in a water bath to promote homogeneity. Acetic anhydride, 15 mL (159 mmole), was added and the resultant solution kept in the hot water bath for 40 minutes. Upon cooling to near room temperature, the dark solution was poured over crushed ice. When all ice had melted, the pale beige solid which had separated was collected and air-dried. 16.4 g (85% yield) 6-methyl-2-acetylaminobenzoic acid was obtained. NMR(DMSO-d6): 2.00(s,3H), 2.33(s,3H), 7.05(d,1H,J=7.5 Hz), 7.29(t,1H,J=7.8 Hz), 7.41(d,1H,J=7.8 Hz), 9.60(bs,1H). MS(m/z): 193(M+).

後処理

  1. customobtained from the Aldrich Chemical Company, Inc
  2. additionthe dark solution was poured
  3. customover crushed ice
  4. customthe pale beige solid which had separated
  5. customwas collected
  6. customair-dried

出典と根拠

ORDレコード
ord-85be81655f494bafa55a59b2988ed5cb
出典データセット
uspto-grants-1995_06
特許番号
US05428021

関連ノート

読み込み中…