Hydrochloric Acid → 2-Hydroxy-α-methyl-6-nitrobenzenemethanol

HRID 1767308노트

반응식

HRID 1767308 반응식
[OH:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[C:3]=1[CH:4]=[O:5].[CH3:13][Al](C)C.Cl>>[OH:5][CH:4]([C:3]1[C:6]([N+:10]([O-:12])=[O:11])=[CH:7][CH:8]=[CH:9][C:2]=1[OH:1])[CH3:13]

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 109539092-Hydroxy-6-nitrobenzaldehydeHCID 16682925Trimethylaluminum

생성물 1

HCID 222589412-Hydroxy-α-methyl-6-nitrobenzenemethanol수율 95%

실험 절차

To a stirred solution of 2-hydroxy-6-nitrobenzaldehyde (4.5 g, 26.926 mmol) was added dropwise trimethylaluminum (2M in toluene, 27 mL) under an argon atmosphere. The mixture was stirred at room temperature for 1 hr. The reaction mixture was poured into a cold (0° C.) aqueous 1N hydrochloric acid and extracted with ethyl acetate. The organic phase was washed with brine and dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate=9/1) to give 2-(1-hydroxyethyl)-3-nitrophenol as an orange oil (4.660 g, yield; 95%).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by column chromatography on silica gel (hexane/ethyl acetate=9/1)

출처 및 근거

ORD 기록
ord-5f4cc75f9c284b578904989fa606f22d
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07232909B2

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