2-Chloro-3-nitropyridine → 3-Nitro-2-vinylpyridine

HRID 1784877노트

반응식

HRID 1784877 반응식
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:11]([Sn](CCC)(CCC)C=C)[CH2:12]C>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1(C)C=CC=CC=1>[N+:8]([C:7]1[C:2]([CH:11]=[CH2:12])=[N:3][CH:4]=[CH:5][CH:6]=1)([O-:10])=[O:9]

참가 물질

5

반응물 2

HCID 796132-Chloro-3-nitropyridineHCID 21909134Tripropyl-vinyl-stannane

생성물 1

HCID 118296173-Nitro-2-vinylpyridine수율 54%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 1140Toluene용매

실험 절차

A mixture of 0.92 g (5.80 mmol) of 2-chloro-3-nitro-pyridine, 1.60 g (5.80 mmol) tripropyl-vinyl-stannane, 0.335 g (0.290 mmol) Pd(PPh3)4 and 10 mL of toluene were combined and refluxed under an inert atmosphere overnight. After routine aqueous workup the crude product was purified by chromatography on silica gel to give 0.470 g (54% yield) of 3-nitro-2-vinyl-pyridine.

후처리

  1. temperaturerefluxed under an inert atmosphere overnight
  2. customAfter routine aqueous workup the crude product was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-4582bbaa9e704aacbe4a92fcf7710903
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07504401B2

반응 노트

불러오는 중…