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

HRID 423180

반응식

HRID 423180 반응식
[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]

참가 물질

5

반응물 1

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

생성물 1

HCID 595651802-But-1-ynyl-5-fluoro-phenol수율 73.9%

시약·촉매·용매 3

HCID 180Acetone용매HCID 313Hydrochloric Acid용매HCID 3283Diethyl Ether용매

실험 절차

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]+.

후처리

  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)

출처 및 근거

ORD 기록
ord-9f4eded38863413c8b61709ddb5a6b2b
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101761B2

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