Nitric Acid → 1-(5-(Benzyloxy)-2-hydroxy-3-nitrophenyl)ethanone

HRID 969445노트

반응식

HRID 969445 반응식
[N+:1]([O-:4])(O)=[O:2].[CH2:5]([O:12][C:13]1[CH:14]=[CH:15][C:16]([OH:22])=[C:17]([C:19](=[O:21])[CH3:20])[CH:18]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(O)(=O)C>[CH2:5]([O:12][C:13]1[CH:14]=[C:15]([N+:1]([O-:4])=[O:2])[C:16]([OH:22])=[C:17]([C:19](=[O:21])[CH3:20])[CH:18]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 128709281-[5-(Benzyloxy)-2-hydroxyphenyl]ethan-1-one

생성물 1

HCID 210728231-(5-(Benzyloxy)-2-hydroxy-3-nitrophenyl)ethanone

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

18 mL fuming nitric acid are added dropwise to a solution of 81.5 g (0.34 mol) 1-(5-benzyloxy-2-hydroxy-phenyl)-ethanone (known from U.S. Pat. No. 4,460,581) in 700 mL acetic acid while being cooled with the ice bath such that the temperature does not exceed 20° C. Then the reaction mixture is stirred for two hours at ambient temperature, poured onto ice water and filtered. The product is recrystallised from isopropanol, suction filtered and washed with isopropanol and diisopropylether. Yield: 69.6 g (72%); mass spectroscopy [M+H]+=288.

후처리

  1. customdoes not exceed 20° C
  2. additionpoured onto ice water
  3. filtrationfiltered
  4. customThe product is recrystallised from isopropanol, suction
  5. filtrationfiltered
  6. washwashed with isopropanol and diisopropylether

출처 및 근거

ORD 기록
ord-17a98b5bb0ed4a51aa88697a89c59aaa
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07307076B2

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