Triethylamine → 3,3-Dimethyl-1-[2-(6-phenylhexanoyl)-perhydropyridazinyl]pentane-1,2-dione

HRID 2228457노트

반응식

HRID 2228457 반응식
C(N([CH2:6][CH3:7])CC)C.ClC([O:11][CH2:12][CH:13]([CH3:15])C)=O.[CH3:16][C:17]([CH3:30])([CH2:28][CH3:29])[C:18](=[O:27])[C:19]([CH:21]1[CH2:26][CH2:25][CH2:24][NH:23][NH:22]1)=[O:20]>C(Cl)Cl>[CH3:16][C:17]([CH3:30])([CH2:28][CH3:29])[C:18](=[O:27])[C:19]([CH:21]1[CH2:26][CH2:25][CH2:24][NH:23][N:22]1[C:12](=[O:11])[CH2:13][CH2:15][CH2:24][CH2:25][CH2:26][C:7]1[CH:6]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:20]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 62365Isobutyl chloroformateHCID 694178043,3-Dimethyl-1-perhydropyridazinylpentane-1,2-dione

생성물 1

HCID 184700683,3-Dimethyl-1-[2-(6-phenylhexanoyl)-perhydropyridazinyl]pentane-1,2-dione수율 103.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 5-phenylvalaric acid (0.2 g, 1.1 mmol) in 3 ml CH2Cl2 was added triethylamine (0.15 ml, 1.1 mmol), followed by isobutyl chloroformate (0.15 g, 1.1 mmol) at 0° C. After stirring for 5 minutes, a solution of 3,3-dimethyl-1-perhydropyridazinylpentane-1,2-dione (0.212 g, 1 mmol) in 1 ml CH2Cl2 was added. The reaction was gradually warmed up to room temperature. The crude material was subject to silica gel purification to yield final product as clear oil (0.20 g, 55%). Rf=0.58 (33% EtOAc/hexane). 1H NMR (CDCl3, 400 MHz): δ 0.89 (t, 3H, J=7.5); 1.24 (s, 6H); 1.37 (m, 2H); 1.68 (m, 6H); 1.74 (m, 4H); 2.23 (m, 2H); 2.62 (t, 2H, J=7.60); 2.80 (m, 2H); 4.53 (m, 2H); 7.21 (m, 5H). Anal. Calcd. for C23H24N2O3: C, 71.47; H, 8.87; N, 7.25. Found: C, 71.54; H, 8.80; N, 7.32.

후처리

  1. customThe crude material was subject to silica gel purification

출처 및 근거

ORD 기록
ord-d19e15624d2d428fbe3c0acdcc27ce3c
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06417189B1

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