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

HRID 928955

反応式

HRID 928955 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 90.8%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

反応条件

温度
50 °C

実験手順

Sodium carbonate (19.50 g, 0.184 mol) was dispersed into a solution of 2,3,4-trifluorophenol (13.64 g, 0.092 mol) in acetone (300 mL). To the stirred suspension was added the solution of benzyl bromide (17.31 g, 101.21 mmol) in acetone (100 mL) dropwisely. The mixture was heated under reflux at 50° C. for 24 h, allowed to cool to room temperature, and filtered. The filter cake was washed with acetone (50 mL×3), and acetone was removed under reduced pressure. The residue was dissolved in ethyl acetate (500 mL). The solution was washed with 5% sodium hydroxide (50 mL), water (150 mL) and brine (150 mL) sequentially and dried over Na2SO4. The solvent was removed in vacuo to yield a pale yellow solid (19.89 g, 90% 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. temperatureto cool to room temperature
  3. filtrationfiltered
  4. washThe filter cake was washed with acetone (50 mL×3), and acetone
  5. customwas removed under reduced pressure
  6. dissolutionThe residue was dissolved in ethyl acetate (500 mL)
  7. washThe solution was washed with 5% sodium hydroxide (50 mL), water (150 mL) and brine (150 mL) sequentially
  8. dry with materialdried over Na2SO4
  9. customThe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-6131eb85bf16441fadf990c4325637fa
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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