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

HRID 1784877ノート

反応式

HRID 1784877 の反応式
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]

参加物

5

反応物 2

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

生成物 1

HCID 118296173-Nitro-2-vinylpyridine収率 54%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 1140Toluene溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-4582bbaa9e704aacbe4a92fcf7710903
出典データセット
uspto-grants-2009_03
特許番号
US07504401B2

反応ノート

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