Sulfuric Acid → 1-Bromo-3-(difluoromethyl)-5-nitrobenzene

HRID 410539ノート

反応式

HRID 410539 の反応式
[F:1][CH:2]([F:12])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[CH:4]=1.OS(O)(=O)=O.C1C(=O)N([Br:25])C(=O)C1>O>[Br:25][C:7]1[CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[CH:4]=[C:3]([CH:2]([F:12])[F:1])[CH:8]=1

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 67184N-bromobutanimideHCID 214079051-(Difluoromethyl)-3-nitrobenzene

生成物 1

HCID 672481711-Bromo-3-(difluoromethyl)-5-nitrobenzene収率 56.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

1-(Difluoromethyl)-3-nitrobenzene (866 mg, 5.00 mmol) was added to cold conc. H2SO4 and then NBS (890 mg, 5.00 mmol) was added. The mixture was warmed to room temperature for 30 minutes then 50-60° C. for 1 h. The mixture was then poured in water and ice and extracted diethyl ether twice. The organic layer was washed with dilute aqueous NaHCO3 and brine. Purification by chromatography on silica gel (0-15% ethyl acetate in hexanes) yielded 1-bromo-3-(difluoromethyl)-5-nitrobenzene (710 mg, 2.82 mmol, 56.3%).

後処理

  1. extractionice and extracted diethyl ether twice
  2. washThe organic layer was washed with dilute aqueous NaHCO3 and brine
  3. customPurification by chromatography on silica gel (0-15% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-01e7647611d94c9b943c280536db77a4
出典データセット
uspto-grants-2014_06
特許番号
US08759366B2

反応ノート

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