Phosphorus tribromide → (3-Bromoprop-1-yn-1-yl)benzene

HRID 363533

반응식

HRID 363533 반응식
P(Br)(Br)[Br:2].[C:5]1([C:11]#[C:12][CH2:13]O)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>C(OCC)C.N1C=CC=CC=1>[C:5]1([C:11]#[C:12][CH2:13][Br:2])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

참가 물질

5

반응물 2

HCID 24614Phosphorus tribromideHCID 1231153-Phenyl-2-propyn-1-ol

생성물 1

HCID 10987157(3-Bromoprop-1-yn-1-yl)benzene수율 248.9%

시약·촉매·용매 2

HCID 1049Pyridine촉매HCID 3283Diethyl Ether용매

반응 조건

온도
40 °C

실험 절차

Phosphorous tribromide (2.62 mL, 27.6 mmol) was added to a solution of 3-phenyl-2-propyn-1-ol (10.0 g, 76 mmol) and pyridine (0.14 mL, 1.77 mmol) in diethyl ether (22 mL) at a rate to maintain reflux. After addition, the mixture was heated at 40° C. for 2 h. The mixture was cooled and poured onto ice. The organic layer was separated and diluted with diethyl ether (100 mL), washed with saturated sodium bicarbonate (2×50 mL) and saturated sodium chloride (50 mL). The organic layer was dried (MgSO4), filtered and concentrated in vacuo to afford 1-phenyl-3-bromo-1-propyn (13.4 g, 90%).

후처리

  1. temperatureto maintain
  2. temperaturereflux
  3. additionAfter addition
  4. temperatureThe mixture was cooled
  5. additionpoured onto ice
  6. customThe organic layer was separated
  7. additiondiluted with diethyl ether (100 mL)
  8. washwashed with saturated sodium bicarbonate (2×50 mL) and saturated sodium chloride (50 mL)
  9. dry with materialThe organic layer was dried (MgSO4)
  10. filtrationfiltered
  11. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-0d66d159788a4042a1e2df1d512b3abd
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05874473

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