Toluene → 1-(4-Aminobenzoyl)azepan-2-one

HRID 1247547노트

반응식

HRID 1247547 반응식
[C:1]1(=[O:8])[NH:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1(C)C=CC=CC=1.S(=[N:18][C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=1)=O>N1C=CC=CC=1>[NH2:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]([N:7]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]2=[O:8])=[O:24])=[CH:21][CH:20]=1

참가 물질

5

반응물 3

HCID 1140TolueneHCID 7768CaprolactamHCID 12238912Benzoyl chloride, 4-(sulfinylamino)-

생성물 1

HCID 218131431-(4-Aminobenzoyl)azepan-2-one수율 68%

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
0 °C

실험 절차

A 3-liter three-necked flask was charged with 144 g (1.27 moles) of ε-caprolactam, 2 L of toluene, and 1 L of pyridine. The mixture was stirred at 0° C. under nitrogen, to which was then added 256.5 g (1.27 moles) of p-sulfinylaminobenzoyl chloride. The mixture was slowly stirred until the temperature reached room temperature and then reacted for 14 hours. A deposited pyridine hydrochloride was filtered off, and the filtrate was washed twice with a 5% sodium hydrogencarbonate aqueous solution. A white residue obtained by distilling off the solvent of the organic phase was recrystallized twice from ethyl acetate to obtain N-(p-aminobenzoyl)caprolactam in a percent yield of 68%.

후처리

  1. stirringThe mixture was slowly stirred until the temperature
  2. customreached room temperature
  3. customreacted for 14 hours
  4. filtrationA deposited pyridine hydrochloride was filtered off
  5. washthe filtrate was washed twice with a 5% sodium hydrogencarbonate aqueous solution
  6. customA white residue obtained
  7. distillationby distilling off the solvent of the organic phase
  8. customwas recrystallized twice from ethyl acetate

출처 및 근거

ORD 기록
ord-2eb2bab3ee914019882f814567e55fde
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07129314B2

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