Phenylboronic Acid → 5-Nitro-2-phenylpyridine

HRID 1500205

反応式

HRID 1500205 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[C:11]1(B(O)O)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>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.COCCOC>[C:11]1([C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

5

反応物 2

HCID 66827Phenylboronic AcidHCID 783082-Chloro-5-nitropyridine

生成物 1

HCID 27628735-Nitro-2-phenylpyridine収率 97.8%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

2-Chloro-5-nitropyridine (3.0 g, 18.9 mmol), phenylboronic acid (2.5 g, 20.8 mmol), and tetrakis(triphenylphosphine)palladium (0.2 g, 0.2 mmol) were added to 1,2-dimethoxyethan (30 ml), then degassed and purged with nitrogen three times under reduced pressure. Under nitrogen atmosphere the mixture was stirred at room temperature for 20 minutes, then 1M aqueous sodium carbonate (40 ml) was poured in, and the temperature was raised to 80° C. After the reaction at 80° C. for 6 hours, the mixture was cooled to room temperature and crystallized with addition of water. The precipitated crystals were filtered to give the title compound (3.7 g, 96.8%).

後処理

  1. customdegassed
  2. custompurged with nitrogen three times under reduced pressure
  3. addition1M aqueous sodium carbonate (40 ml) was poured in, and the temperature
  4. temperaturewas raised to 80° C
  5. customAfter the reaction at 80° C. for 6 hours
  6. temperaturethe mixture was cooled to room temperature
  7. customcrystallized with addition of water
  8. filtrationThe precipitated crystals were filtered

出典と根拠

ORDレコード
ord-61873d8c3f144894b90da7630caf2ccd
出典データセット
uspto-grants-2015_12
特許番号
US09206129B2

関連ノート

読み込み中…