Nitric Acid → 1-Nitro-2,5-bis(trifluoromethyl)benzene

HRID 868963

반응식

HRID 868963 반응식
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][CH:4]=1.[N+:15]([O-])([OH:17])=[O:16]>S(=O)(=O)(O)O>[N+:15]([C:5]1[CH:4]=[C:3]([C:2]([F:13])([F:14])[F:1])[CH:8]=[CH:7][C:6]=1[C:9]([F:10])([F:11])[F:12])([O-:17])=[O:16]

참가 물질

4

반응물 2

HCID 944Nitric Acid2회HCID 679451,4-Bis(trifluoromethyl)benzene

생성물 1

HCID 27340481-Nitro-2,5-bis(trifluoromethyl)benzene수율 27.1%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매2회

반응 조건

온도
100 °C

실험 절차

1,4-Bis(trifluoromethyl)benzene (10.06 g, 47 mmol) in fuming sulfuric acid (20 g) was cooled to 0° C. Fuming nitric acid (8 g) was added cautiously. The mixture was heated to 100° C. and stirred for 1 hour. A mixture of fuming nitric acid (6 g) and fuming sulfuric acid (12 g) was added, and the mixture was heated to 110° C. and stirred for 6 hours. After cooling to r.t., the mixture was poured into ice water (150 g) cautiously, and extracted with chloroform (100 mL×3). The combined organic layers were washed with water (100 mL×2), 10% sodium hydroxide aqueous solution (100 mL×2), and then water (100 mL×2). The resulting organic layers were dried over sodium sulfate, filtered, and concentrated to afford 2-nitro-1,4-bis(trifluoromethyl)benzene as an oil (3.3 g).

후처리

  1. additionwas added
  2. temperaturethe mixture was heated to 110° C.
  3. stirringstirred for 6 hours
  4. temperatureAfter cooling to r.t.
  5. extractionextracted with chloroform (100 mL×3)
  6. washThe combined organic layers were washed with water (100 mL×2), 10% sodium hydroxide aqueous solution (100 mL×2)
  7. dry with materialThe resulting organic layers were dried over sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-891db7f645a64b44aeffa64ae7ae52b7
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969349B2

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