Benzyl Bromide → 1-(Benzyloxy)-2,3,4-trifluorobenzene

HRID 928946

反応式

HRID 928946 の反応式
C(=O)([O-])[O-].[Na+].[Na+].[F:7][C:8]1[C:13]([F:14])=[C:12]([F:15])[CH:11]=[CH:10][C:9]=1[OH:16].[CH2:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CC(C)=O>[CH2:17]([O:16][C:9]1[CH:10]=[CH:11][C:12]([F:15])=[C:13]([F:14])[C:8]=1[F:7])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 10340Sodium CarbonateHCID 1231742,3,4-Trifluorophenol

生成物 1

HCID 833969061-(Benzyloxy)-2,3,4-trifluorobenzene収率 90.7%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
50 °C

実験手順

Sodium carbonate (19.50 g, 183.96 mmol) was dispersed into a solution of 2,3,4-trifluorophenol (13.64 g, 92.10 mmol) in acetone (300 mL). To the stirred suspension was added benzyl bromide (17.31 g, 101.21 mmol) dropwisely. The mixture was heated under reflux at 50° C. for 24 h. The acetone was removed under reduced pressure and the residue was dissolved in water (300 mL). The solution was extracted with ethyl acetate (100 mL×2). The combined organic extracts were washed with 5% sodium hydroxide (100 mL) and brine (100 mL) sequentially and dried over Na2SO4. The solvent was removed in vacuo to yield a pale yellow solid (19.89 g, 90.7% yield). 1H NMR (400 MHz, CDCl3): δ 7.40 (m, 5H), 6.85 (m, 1H), 6.64 (m, 1H), 5.15 (s, 2H).

後処理

  1. temperatureThe mixture was heated
  2. customThe acetone was removed under reduced pressure
  3. dissolutionthe residue was dissolved in water (300 mL)
  4. extractionThe solution was extracted with ethyl acetate (100 mL×2)
  5. washThe combined organic extracts were washed with 5% sodium hydroxide (100 mL) and brine (100 mL) sequentially
  6. dry with materialdried over Na2SO4
  7. customThe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-02b6d58abe6a43db8f199e07bb9a2740
出典データセット
uspto-grants-2016_03
特許番号
US09290468B2

関連ノート

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