Hydrogen Bromide → 1-(2-Bromoethyl)-2-fluoro-4-nitrobenzene

HRID 1843028ノート

反応式

HRID 1843028 の反応式
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][CH2:12]O.[BrH:14].S(=O)(=O)(O)O>O>[Br:14][CH2:12][CH2:11][C:3]1[CH:4]=[CH:5][C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=1[F:1]

参加物

5

反応物 3

HCID 260Hydrogen BromideHCID 1118Sulfuric AcidHCID 866721582-(2-Fluoro-4-nitrophenyl)ethan-1-ol

生成物 1

HCID 866721731-(2-Bromoethyl)-2-fluoro-4-nitrobenzene収率 85%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

2-(2-Fluoro-4-nitrophenyl)ethanol (0.89 g, 4.8 mmol) was added to a stirred solution of 48% aqueous hydrobromic acid (0.77 g, 9.62 mmol) and concentrated sulfuric acid (0.25 mL) under cooling. The reaction mixture was heated to 100° C. for 3 h. The reaction mixture was diluted with water (25 mL) and was extracted with ethyl acetate (3×25 mL). The combined organic layer was washed with brine (25 mL) and dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford the crude compound. The crude product was purified by CC (eluent: 5% ethyl acetate in n-hexane) to afford 1-(2-bromoethyl)-2-fluoro-4-nitrobenzene (1 g, 85%).

後処理

  1. temperatureunder cooling
  2. extractionwas extracted with ethyl acetate (3×25 mL)
  3. washThe combined organic layer was washed with brine (25 mL)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto afford the crude compound
  7. customThe crude product was purified by CC (eluent: 5% ethyl acetate in n-hexane)

出典と根拠

ORDレコード
ord-20ee4d57031142de85f8112f098c11df
出典データセット
uspto-grants-2015_02
特許番号
US08946204B2

反応ノート

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