Benzoyl chloride → N-(1-Ethoxycyclopropyl)benzenecarboximidic acid

HRID 616976노트

반응식

HRID 616976 반응식
C(N(CC)CC)C.[Cl-].[CH2:9]([O:11][C:12]1([NH3+:15])[CH2:14][CH2:13]1)[CH3:10].[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O1CCCC1>[CH2:9]([O:11][C:12]1([NH:15][C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:14][CH2:13]1)[CH3:10]

참가 물질

5

반응물 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 20367034HCID 20367034, 화합물

생성물 1

HCID 125108N-(1-Ethoxycyclopropyl)benzenecarboximidic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Triethylamine (2.5 g, 25 mmol) is added dropwise at 0° to a solution of 1-ethoxycyclopropylammonium chloride (1.25 g, 9.15 mmol) and benzoyl chloride (1.4 g, 10 mmol) in dry tetrahydrofuran (20 ml). The precipitate is filtered off and the filtrate is evaporated in vacuo yielding a crystalline residue. Sublimation following by recrystallisation from cyclohexane gives N-(1-ethoxycyclopropyl)-benzamide, mp 108°-109° (0.95 g, 51%); NMR (60 MHz): δCDCl 3 = 0.90-1.38 (m, 4H), 1.16 (t, J=7 Hz, 3H), 3.77 (q, J=7 Hz, 2H), 7.0-8.0 (1 m and 1 br. s, total 6H).

후처리

  1. filtrationThe precipitate is filtered off
  2. customthe filtrate is evaporated in vacuo
  3. customyielding a crystalline residue
  4. customSublimation following by recrystallisation from cyclohexane

출처 및 근거

ORD 기록
ord-c5bff4d1c3994bdab4a91ce598ed6d0d
출처 데이터셋
uspto-grants-1978_02
특허 번호
US04076840

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