1-But-1-ynyl-4-fluoro-2-methoxymethoxy-benzene → 2-But-1-ynyl-5-fluoro-phenol

HRID 423180

反応式

HRID 423180 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:6]=1[O:12]COC)#[C:2][CH2:3][CH3:4]>Cl.CC(C)=O.CCOCC>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:6]=1[OH:12])#[C:2][CH2:3][CH3:4]

参加物

5

反応物 1

HCID 595651761-But-1-ynyl-4-fluoro-2-methoxymethoxy-benzene

生成物 1

HCID 595651802-But-1-ynyl-5-fluoro-phenol収率 73.9%

試薬・触媒・溶媒 3

HCID 180Acetone溶媒HCID 313Hydrochloric Acid溶媒HCID 3283Diethyl Ether溶媒

実験手順

1-But-1-ynyl-4-fluoro-2-methoxymethoxy-benzene (6.1 g, 29 mmol) is dissolved in 250 mL of a 10% solution of concentrated HCl in acetone. The solution is stirred at room temperature for 5 h. The reaction is diluted with ether and washed with saturated aqueous NaHCO3 and brine. The organic portion is dried over MgSO4, filtered, and concentrated under reduced pressure. The resulting residue is purified by flash chromatography (Biotage® Si65M, 5% AcOEt/hexane) to yield 3.52 g (73%) of the title compound as an orange oil. GCMS m/e 164[M]+.

後処理

  1. washwashed with saturated aqueous NaHCO3 and brine
  2. dry with materialThe organic portion is dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue is purified by flash chromatography (Biotage® Si65M, 5% AcOEt/hexane)

出典と根拠

ORDレコード
ord-9f4eded38863413c8b61709ddb5a6b2b
出典データセット
uspto-grants-2012_01
特許番号
US08101761B2

関連ノート

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