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

HRID 412220ノート

反応式

HRID 412220 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-d46809b0a7e94663808aca3496a23a5a
出典データセット
uspto-grants-2003_05
特許番号
US06562811B1

反応ノート

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