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

HRID 481571

反応式

HRID 481571 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 1049Pyridine触媒HCID 3283Diethyl Ether溶媒

反応条件

温度
40 °C

実験手順

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-propyne (13.4 g, 90%). ##STR184## Step 2(E)--Preparation of 2-(benzyloxy)bromoethane

後処理

  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

出典と根拠

ORDレコード
ord-d77a592b0453471e91bfda7c4f1e1151
出典データセット
uspto-grants-1998_08
特許番号
US05789434

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