4-Bromo-2,5-difluoronitrobenzene → 5-Bromo-4-fluoro-2-nitrophenol

HRID 661076

反応式

HRID 661076 の反応式
C[Si](C)(C)[O-:3].[Na+].[Br:7][C:8]1[C:13]([F:14])=[CH:12][C:11]([N+:15]([O-:17])=[O:16])=[C:10](F)[CH:9]=1>C1COCC1>[Br:7][C:8]1[C:13]([F:14])=[CH:12][C:11]([N+:15]([O-:17])=[O:16])=[C:10]([OH:3])[CH:9]=1

参加物

4

反応物 2

HCID 27362864-Bromo-2,5-difluoronitrobenzeneHCID 23672319Sodium trimethylsilanolate

生成物 1

HCID 576341145-Bromo-4-fluoro-2-nitrophenol収率 205.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 2 M sodium trimethylsilanolate (15.6, 31.1 mmol) in THF was added dropwise to 4-bromo-2,5-difluoronitrobenzene (2.47 g, 10.4 mmol) under a nitrogen atmosphere. A bright red suspension was formed, and the mixture was refluxed for 27 hours. The mixture was cooled to room temperature and concentrated. Water (6 mL) was added, and the solution was acidified with a 10% HCl solution, extracted with DCM (70 mL×2). The organic layers were combined and concentrated to give 5-bromo-4-fluoro-2-nitrophenol (5.05 g, 2.06%). MS m/z: 236 (M+1). 1H NMR (400 MHz, CD3OD) δ ppm 7.48 (d, J=5.87 Hz, 1H), 7.95 (d, J=8.41 Hz, 1H).

後処理

  1. customA bright red suspension was formed
  2. temperaturethe mixture was refluxed for 27 hours
  3. concentrationconcentrated
  4. additionWater (6 mL) was added
  5. extractionextracted with DCM (70 mL×2)
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-ed676f995b4443068691f4bacd65cbcc
出典データセット
uspto-grants-2011_12
特許番号
US08084479B2

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