Nitric Acid → 3'-Nitro-4'-methylacetophenone

HRID 1577141

반응식

HRID 1577141 반응식
S(=O)(=O)(O)O.[CH3:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([CH3:15])=[O:14])=[CH:9][CH:8]=1.[N+:16]([O-])([OH:18])=[O:17]>>[CH3:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([CH3:15])=[O:14])=[CH:9][C:8]=1[N+:16]([O-:18])=[O:17]

참가 물질

4

반응물 3

HCID 944Nitric AcidHCID 1118Sulfuric Acid2회HCID 8500p-METHYLACETOPHENONE

생성물 1

HCID 792463'-Nitro-4'-methylacetophenone

실험 절차

To 250 ml of cold (-20° C.) concentrated sulfuric acid is added with stirring 4-methylacetophenone (40 g, 300 mmoles). When the first addition is complete, a mixture of 25.5 ml (36.3 g, 300 mmoles) of 70% nitric acid and 300 g of 20% fuming sulfuric acid is added dropwise over 40 minutes. The temperature remains below -15° C. The mixture is stirred for an additional 30 minutes and then poured onto ice. The solids are filtered, washed with water and then with hexane. The solids are dissolved in dichloromethane and washed with 10% sodium bicarbonate solution and finally with saturated sodium chloride solution. The organic phase is dried, charcoaled, concentrated and diluted with hexane, whereupon the product, 4-methyl-3-nitroacetophenone, crystallizes, m.p. 61°-62° C.

후처리

  1. additionWhen the first addition
  2. additionis added dropwise over 40 minutes
  3. customremains below -15° C
  4. additionpoured onto ice
  5. filtrationThe solids are filtered
  6. washwashed with water
  7. dissolutionThe solids are dissolved in dichloromethane
  8. washwashed with 10% sodium bicarbonate solution and finally with saturated sodium chloride solution
  9. customThe organic phase is dried
  10. concentrationconcentrated
  11. additiondiluted with hexane, whereupon the product, 4-methyl-3-nitroacetophenone
  12. customcrystallizes

출처 및 근거

ORD 기록
ord-a522f76f55544d2c920911f7ab9d092b
출처 데이터셋
uspto-grants-1981_09
특허 번호
US04287201

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