Water → Benzenemethanol, alpha-ethyl-2-methoxy-

HRID 1349446ノート

反応式

HRID 1349446 の反応式
[CH:1](=[O:10])[C:2]1[C:3]([O:8][CH3:9])=[CH:4][CH:5]=[CH:6][CH:7]=1.[CH2:11](Br)[CH3:12].[Mg].O1CCCC1.[Cl-].[NH4+].O>O1CCCC1>[CH3:9][O:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[CH:1]([OH:10])[CH2:11][CH3:12]

参加物

6

反応物 4

HCID 962WaterHCID 86582-MethoxybenzaldehydeHCID 25517Ammonium ChlorideHCID 69415520HCID 69415520、化合物

生成物 1

HCID 24018Benzenemethanol, alpha-ethyl-2-methoxy-

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

o-Anisaldehyde (2.72 g) was dissolved in tetrahydrofuran (50 ml), and 0.93M magnesium ethylbromide—tetrahydrofuran solution (31.3 ml) was added dropwise under ice-cooling over 10 min. The mixture was stirred at room temperature for 2 hr. The reaction mixture was ice-cooled, and saturated aqueous ammonium chloride solution (40 ml) and water (40 ml) were added and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1) to give the title compound (3.15 g).

後処理

  1. temperaturecooling over 10 min
  2. temperaturecooled
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-aa667acebdbb4e36b3aa7a3969b3cdaf
出典データセット
uspto-grants-2007_05
特許番号
US07211685B2

反応ノート

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