Water → 1-[(E)-3-bromo-1-propenyl]-4-isopropylbenzene

HRID 1017856

反応式

HRID 1017856 の反応式
[CH:1]([C:4]1[CH:9]=[CH:8][C:7](/[CH:10]=[CH:11]/[CH2:12]O)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].P(Br)(Br)[Br:15].O>C(OC(C)C)(C)C>[Br:15][CH2:12]/[CH:11]=[CH:10]/[C:7]1[CH:8]=[CH:9][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:5][CH:6]=1

参加物

5

反応物 3

HCID 962WaterHCID 24614Phosphorus tribromideHCID 21961314(2E)-3-[4-(Propan-2-yl)phenyl]prop-2-en-1-ol

生成物 1

HCID 219613131-[(E)-3-bromo-1-propenyl]-4-isopropylbenzene収率 107.4%

試薬・触媒・溶媒 1

HCID 7914Diisopropyl Ether溶媒

実験手順

To a solution of (E)-3-(4-isopropylphenyl)-2-propen-1-ol (10.5 g, 59.6 mmol) in isopropyl ether (100 ml) was added under ice cooling phosphorus tribromide(10.7 g, 39.7 mmol) and the resulting mixture was stirred at room temperature for 30 minutes. Water was added into the reaction solution and the product was extracted with isopropyl ether. The organic layer was washed with water and an aqueous saturated solution of sodium hydrogen carbonate, dried on magnesium sulfate, filtered, and then concentrated under reduced pressure to obtain 10.2 g (72% yield) of the oily title compound.

後処理

  1. extractionthe product was extracted with isopropyl ether
  2. washThe organic layer was washed with water
  3. dry with materialan aqueous saturated solution of sodium hydrogen carbonate, dried on magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-fc7d7fe3549b463aad64296f05e08753
出典データセット
uspto-grants-2002_11
特許番号
US06479536B1

関連ノート

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