2-Ethylphenol → 2-Ethyl-6-nitrophenol

HRID 400600

反応式

HRID 400600 の反応式
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9])[CH3:2].F[B-](F)(F)F.[O:15]=[N+:16]=[O:17]>C(#N)C>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:16]([O-:17])=[O:15])[C:4]=1[OH:9])[CH3:2]

参加物

4

反応物 2

HCID 69972-EthylphenolHCID 11073463Nitronium tetrafluoroborate

生成物 1

HCID 150363132-Ethyl-6-nitrophenol収率 60%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of 2-ethylphenol (2.44 g, 20 mmol) in 80 mL of anhydrous acetonitrile was treated with nitronium tetrafluoroborate (2.93 g, 22 mmols) in portions over a period of 5 minutes at −30° C. to −40° C. After 20 minutes, the mixture was quenched with ice, treated with cold water and extracted with three 100 mL portions of dichloromethane. The combined organic layers were washed with two 30 mL portions of water, dried over sodium sulfate, filtered, and concentrated in vacuo. Chromatography on SiO2 (20% ethyl acetate in hexanes) gave 2.0 g of 2-ethyl-6-nitrophenol as a yellow oil (60% yield).

後処理

  1. customthe mixture was quenched with ice
  2. additiontreated with cold water
  3. extractionextracted with three 100 mL portions of dichloromethane
  4. washThe combined organic layers were washed with two 30 mL portions of water
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-9ba1b52adac64ee2b33689d216471ae9
出典データセット
uspto-grants-2014_06
特許番号
US08741897B2

関連ノート

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