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

HRID 928955

반응식

HRID 928955 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 833969061-(Benzyloxy)-2,3,4-trifluorobenzene수율 90.8%

시약·촉매·용매 1

HCID 180Acetone용매2회

반응 조건

온도
50 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-6131eb85bf16441fadf990c4325637fa
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290468B2

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