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

HRID 1767308ノート

反応式

HRID 1767308 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

HCID 222589412-Hydroxy-α-methyl-6-nitrobenzenemethanol収率 95%

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-5f4cc75f9c284b578904989fa606f22d
出典データセット
uspto-grants-2007_06
特許番号
US07232909B2

反応ノート

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