2-Ethylphenol → 2-Ethyl-6-nitrophenol

HRID 400600

반응식

HRID 400600 반응식
[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]

참가 물질

4

반응물 2

HCID 69972-EthylphenolHCID 11073463Nitronium tetrafluoroborate

생성물 1

HCID 150363132-Ethyl-6-nitrophenol수율 60%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9ba1b52adac64ee2b33689d216471ae9
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741897B2

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