Nitric Acid → 1-(2,2-Dichlorocyclopropyl)-4-nitrobenzene

HRID 972884노트

반응식

HRID 972884 반응식
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]1([Cl:15])[CH2:8][CH:7]1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.O.S(=O)(=O)(O)O>C(O)(=O)C>[Cl:5][C:6]1([Cl:15])[CH2:8][CH:7]1[C:9]1[CH:10]=[CH:11][C:12]([N+:1]([O-:4])=[O:2])=[CH:13][CH:14]=1

참가 물질

6

반응물 4

HCID 944Nitric AcidHCID 962WaterHCID 1118Sulfuric AcidHCID 953492,2-Dichlorocyclopropylbenzene

생성물 1

HCID 31271521-(2,2-Dichlorocyclopropyl)-4-nitrobenzene

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
4 °C

실험 절차

Nitric acid (25 g.) was added during three hours to a mixture of (2,2-dichlorocyclopropyl)benzene (45 g.), water (13 g.), acetic acid (40 g.) and concentrated sulfuric acid (177 g.) with cooling (to 3-5° C.). The resulting mixture was quenched in a mixture of ice (400 g.) and chloroform (200 g.). The layers were separated and the aqueous layer was washed with chloroform (100 g.). The chloroform layers were combined and washed with aqueous sodium carbonate (5%, 300 ml.). The sodium carbonate layer was backwashed with chloroform (75 g.). The combined chloroform extracts were dried, fitered and concentrated, affording p-(2,2-dichlorocyclopropyl)nitrobenzene mixed with the ortho isomer (57 g.).

후처리

  1. customThe resulting mixture was quenched in a mixture of ice (400 g.) and chloroform (200 g.)
  2. customThe layers were separated
  3. washthe aqueous layer was washed with chloroform (100 g.)
  4. washwashed with aqueous sodium carbonate (5%, 300 ml.)
  5. dry with materialThe combined chloroform extracts were dried
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-250df96471cb4983aa8c537adc700a64
출처 데이터셋
uspto-grants-1977_10
특허 번호
US04053636

반응 노트

불러오는 중…