Propargyl bromide → 1-(2-Hydroxy4-prop-2-ynyloxy-phenyl)-propan-1-one

HRID 2084321

반응식

HRID 2084321 반응식
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9](=[O:12])[CH2:10][CH3:11].Br[CH2:14][C:15]#[CH:16].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH2:16][C:15]#[CH:14])[CH:5]=[CH:4][C:3]=1[C:9](=[O:12])[CH2:10][CH3:11]

참가 물질

5

반응물 3

HCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 798562',4'-Dihydroxypropiophenone

생성물 1

HCID 224828341-(2-Hydroxy4-prop-2-ynyloxy-phenyl)-propan-1-one수율 85.5%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 2′,4′-dihydroxy-propiophenone (24.9 g, 0.15 mol), 3-bromo-propyne (24.2 g, 0.20 mol) and K2CO3 (20.7 g, 0.15 mol) in acetone (500 mL) was refluxed for 12 h. The reaction mixture was allowed assume room temperature and the precipitate was removed by filtration. The filtrate was concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel, 0→2% MeOH in H2O), to give 26.2 g (85%) of 1-(2-hydroxy-4-prop-2-ynyloxy-phenyl)-propan-1-one.

후처리

  1. temperaturewas refluxed for 12 h
  2. customwas allowed assume room temperature
  3. customthe precipitate was removed by filtration
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customThe crude product was purified by column chromatography (silica gel, 0→2% MeOH in H2O)

출처 및 근거

ORD 기록
ord-ce82899a0d384df19c468ac1970dd100
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06716850B2

연결된 노트

불러오는 중…