Sulfuric Acid → 5-Ethoxycarbonyloxy-2-nitrobenzoic acid

HRID 1438688노트

반응식

HRID 1438688 반응식
[C:1](=[O:17])([O:14][CH2:15][CH3:16])[O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[C:5]([CH:12]=[O:13])[CH:4]=1.[Mn]([O-])(=O)(=O)=[O:19].[K+].S(=O)(=O)(O)O.S(S([O-])=O)([O-])(=O)=O.[Na+].[Na+]>C(Cl)(Cl)Cl.CC(C)=O.C(O)(=O)C>[C:1](=[O:17])([O:14][CH2:15][CH3:16])[O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[C:5]([C:12]([OH:19])=[O:13])[CH:4]=1

참가 물질

8

반응물 4

HCID 1118Sulfuric AcidHCID 339208Ethyl (3-formyl-4-nitro-phenyl) carbonateHCID 516875Potassium PermanganateHCID 656671Sodium Pyrosulfite

생성물 1

HCID 205022675-Ethoxycarbonyloxy-2-nitrobenzoic acid수율 84.5%

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 180Acetone용매HCID 6212Chloroform용매

실험 절차

A stirred mixture of 3-formyl-4-nitrophenyl ethyl carbonate (33.1 g, prepared as described in J. Chem. Soc., 1925, 1195), potassium permanganate (17.0 g), acetic acid (33 ml) and acetone (330 ml) was cooled to keep the temperature below 50°, then allowed to stand at room temperature for a further forty-five minutes. Dilute sulphuric acid and chloroform were added and the mixture decolorised with sodium metabisulphite. The organic layer was extracted with sodium bicarbonate solution and the extracts acidified with dilute hydrochloric acid to give 3-carboxy-4-nitrophenyl ethyl carbonate (23.2 g, m.p. 132-7°).

후처리

  1. temperaturewas cooled
  2. customthe temperature below 50°
  3. waitto stand at room temperature for a further forty-five minutes
  4. extractionThe organic layer was extracted with sodium bicarbonate solution

출처 및 근거

ORD 기록
ord-0ef130a13d6a41c4b771c83af76b666d
출처 데이터셋
uspto-grants-1977_11
특허 번호
US04056384

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