Benzoyl chloride → 2-Methylcyclohexyl 2-chloro-5-(benzoylamino)benzoate

HRID 1292597ノート

反応式

HRID 1292597 の反応式
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:10][C:11]1[CH:12]=[CH:13][C:14]([Cl:27])=[C:15]([CH:26]=1)[C:16]([O:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH:20]1[CH3:25])=[O:17].C(N(CC)CC)C>C(Cl)Cl>[Cl:27][C:14]1[CH:13]=[CH:12][C:11]([NH:10][C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:26][C:15]=1[C:16]([O:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH:20]1[CH3:25])=[O:17]

参加物

5

反応物 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 189158082-Methylcyclohexyl 5-amino-2-chlorobenzoate

生成物 1

HCID 189158072-Methylcyclohexyl 2-chloro-5-(benzoylamino)benzoate収率 36.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Benzoyl chloride (5.2 g, 0.037 mole) was added slowly at room temperature to a stirred mixture of 2-methylcyclohexyl 5-amino-2-chlorobenzoate (10 g, 0.037 mole), triethylamine (4.0 g, 0.04 mole) dissolved in methylene chloride (100 ml). This reaction mixture was stirred at room temperature for 20 hours. The reaction mixture was then washed with water (200 ml), 3% HCl solution (100 ml), 2% NaOH solution (100 ml) and water (100 ml), dried (magnesium sulfate) and filtered. The solvent was evaporated off to give a brown oil which was crystallized with ethyl/hexane to give 2-methylcyclohexyl 2-chloro-5-(benzoylamino)benzoate as a white solid (5 g, m.p. 121°-122° C.)

後処理

  1. washThe reaction mixture was then washed with water (200 ml), 3% HCl solution (100 ml), 2% NaOH solution (100 ml) and water (100 ml)
  2. dry with materialdried (magnesium sulfate)
  3. filtrationfiltered
  4. customThe solvent was evaporated off
  5. customto give a brown oil which
  6. customwas crystallized with ethyl/hexane

出典と根拠

ORDレコード
ord-4da2801fd58446a4912b2eab47fe0fef
出典データセット
uspto-grants-1998_05
特許番号
US05756813

反応ノート

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