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

HRID 1292597노트

반응식

HRID 1292597 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.)

후처리

  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

출처 및 근거

ORD 기록
ord-4da2801fd58446a4912b2eab47fe0fef
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05756813

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