Benzoyl chloride → Methyl-2-methoxy-5-benzamidobenzoate

HRID 840604ノート

反応式

HRID 840604 の反応式
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([NH2:10])[CH:7]=[CH:6][C:5]=1[O:11][CH3:12].C(N(CC)CC)C.[C:21](Cl)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([NH:10][C:21](=[O:28])[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:7]=[CH:6][C:5]=1[O:11][CH3:12]

参加物

5

反応物 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 89843Methyl 5-amino-o-anisate

生成物 1

HCID 22620052Methyl-2-methoxy-5-benzamidobenzoate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of 9.92 grams (55 mmol) of methyl-2-methoxy-5-aminobenzoate was taken up in 250 ml methylene chloride, treated with 8.4 mL (61 mmol) triethylamine and cooled to 0° C. The reaction mixture was then treated with 8.1 grams (57 mmol) benzoyl chloride in a dropwise fashion. The reaction mixture was stirred for 30 minutes while warming to room temperature. The reaction mixture was diluted with 500 mL of methylene chloride, washed with 200 mL saturated bicarbonate solution and then rewashed with water and brine. The organic phase was dried and evaporated to a flaky white solid (15.7 grams). This material was used without further purification.

後処理

  1. temperaturewhile warming to room temperature
  2. washwashed with 200 mL saturated bicarbonate solution
  3. customThe organic phase was dried
  4. customevaporated to a flaky white solid (15.7 grams)
  5. customThis material was used without further purification

出典と根拠

ORDレコード
ord-ac97a016dea644448e4169f99f7faaeb
出典データセット
uspto-grants-2002_04
特許番号
US06369074B1

反応ノート

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