Phosphorus tribromide → 1-(Benzyloxy)-4-(bromomethyl)benzene

HRID 445877

反応式

HRID 445877 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15]O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Br)(Br)[Br:18]>C(OCC)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][Br:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 24614Phosphorus tribromideHCID 70043(4-(Benzyloxy)phenyl)methanol

生成物 1

HCID 104927561-(Benzyloxy)-4-(bromomethyl)benzene

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
0 °C

実験手順

To a solution of (4-(benzyloxy)phenyl)methanol (21.4 g, 100 mmol) in diethyl ether (250 mL) at 0° C. was added phosphorous tribromide (10.8 g, 40 mmol) and stirred at 0° C. for minutes and at room temperature for 3 hours. The reaction was quenched with water and the layers were separated. The organic layer was washed with water (2×400 mL), saturated sodium bicarbonate (2×400 mL), and brine. The ether layer was dried over sodium sulfate, filtered and concentrated in vacuo to afford 1-(benzyloxy)-4-(bromomethyl)benzene (746).

後処理

  1. customThe reaction was quenched with water
  2. customthe layers were separated
  3. washThe organic layer was washed with water (2×400 mL), saturated sodium bicarbonate (2×400 mL), and brine
  4. dry with materialThe ether layer was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-153a9741f8c74e1eab97cbf38f27c366
出典データセット
uspto-grants-2013_07
特許番号
US08476308B2

関連ノート

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