Pyrrolidine → HCID 136463775, 화합물

HRID 862102노트

반응식

HRID 862102 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:21])=[C:6]([CH:20]=1)[C:7]([C:9]1[C:14]([CH:15]2[O:19][CH2:18][CH2:17][O:16]2)=[CH:13][CH:12]=[CH:11][N:10]=1)=O.Cl.[C:23]([O:27][NH2:28])([CH3:26])([CH3:25])[CH3:24].N1CCCC1>C(O)CC>[C:23]([O:27]/[N:28]=[C:7](\[C:9]1[C:14]([CH:15]2[O:19][CH2:18][CH2:17][O:16]2)=[CH:13][CH:12]=[CH:11][N:10]=1)/[C:6]1[CH:20]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]=1[OH:21])([CH3:26])([CH3:25])[CH3:24]

참가 물질

5

반응물 3

HCID 31268PyrrolidineHCID 2777906O-tert-butylhydroxylamine hydrochlorideHCID 197016352-(5-Bromo-2-hydroxybenzoyl)-3-(1,3-dioxolan-2-yl)pyridine

생성물 1

HCID 136463775HCID 136463775, 화합물수율 80%

시약·촉매·용매 1

HCID 10311-Propanol용매

실험 절차

A solution of 2-(5-bromo-2-hydroxybenzoyl)-3-(1,3-dioxolan-2-yl)pyridine (2.92 g), O-t-butyl-hydroxylamine hydrochloride (2.09 g) and pyrrolidine (1.78 g) in n-propanol (40 ml) was heated for 2 hours under reflux. The reaction mixture was concentrated, to which was added water, followed by subjecting the mixture to extraction with ethyl acetate. The extract solution was washed with a saturated aqueous saline solution, dried (anhydrous sodium sulfate), and concentrated. The concentrate was purified by means of a silica gel column chromatography (eluent: ethyl acetate/hexane) to give (Z)-2-(5-bromo-2-hydroxybenzoyl)-3-(1,3-dioxolan-2-yl)pyridine O-t-butyloxime (2.81 g) (Compound 134).

후처리

  1. temperatureunder reflux
  2. concentrationThe reaction mixture was concentrated, to which
  3. additionwas added water
  4. extractionto extraction with ethyl acetate
  5. washThe extract solution was washed with a saturated aqueous saline solution
  6. dry with materialdried (anhydrous sodium sulfate)
  7. concentrationconcentrated
  8. customThe concentrate was purified by means of a silica gel column chromatography (eluent: ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-a0acd65784ad4ce680a9cb519443478b
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05716971

반응 노트

불러오는 중…