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Potassium Carbonate → Benzene, 5-methoxy-1,3-dimethyl-2-nitro-

HRID 1284962
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[CH3:1][C:2]1[CH:3]=[C:4]([OH:12])[CH:5]=[C:6]([CH3:11])[C:7]=1[N+:8]([O-:10])=[O:9].[CH3:13]C1C=CC(S(C)(=O)=O)=CC=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O.C(O)C>[CH3:11][C:6]1[CH:5]=[C:4]([O:12][CH3:13])[CH:3]=[C:2]([CH3:1])[C:7]=1[N+:8]([O-:10])=[O:9]
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참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 18521p-Tolyl methyl sulfoneHCID 1384663,5-Dimethyl-4-nitrophenol

생성물 1

HCID 143760Benzene, 5-methoxy-1,3-dimethyl-2-nitro-

시약·촉매·용매 2

HCID 180Acetone용매HCID 702Ethanol용매

실험 절차

3,5-dimethyl-4-nitrophenol (33.43 g), methyl p-toluene sulfonate (40.97 g) and K2CO3 (31.79 g) are stirred at reflux in 200 ml of acetone for four and one half hours and then stirred at R.T. overnight. The reaction mixture is filtered to give a dark amber filtrate. The filtrate is concentrated in vacuo to a yellowish brown solid which is dissolved in ethyl acetate washed with saturated aqueous sodium chloride, dried and concentrated in vacuo. The concentrate is distilled (87°-104° C./0.10 mm) to give a yellow waxy looking solid. The solid is dissolved in hot ethanol and recrystallized, M.P. 50°-52° C.

후처리

  1. filtrationThe reaction mixture is filtered
  2. customto give a dark amber filtrate
  3. concentrationThe filtrate is concentrated in vacuo to a yellowish brown solid which
  4. dissolutionis dissolved in ethyl acetate
  5. washwashed with saturated aqueous sodium chloride
  6. customdried
  7. concentrationconcentrated in vacuo
  8. distillationThe concentrate is distilled (87°-104° C./0.10 mm)
  9. customto give a yellow waxy
  10. customrecrystallized

출처 및 근거

ORD 기록
ord-9624c1617f7c405aab115ce95d47a3cb
출처 데이터셋
uspto-grants-1986_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04564640

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