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Methanol → Methyl (4-bromo-2-fluorophenyl)acetate

HRID 1453086
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HRID 1453086 반응식
C[OH:2].[Br:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]#N)=[C:6]([F:13])[CH:5]=1.O.[C:15]([O-])([O-])=[O:16].[Na+].[Na+]>C(Cl)Cl>[CH3:15][O:16][C:11](=[O:2])[CH2:10][C:7]1[CH:8]=[CH:9][C:4]([Br:3])=[CH:5][C:6]=1[F:13]
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참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 10340Sodium CarbonateHCID 71723082-(4-Bromo-2-fluorophenyl)acetonitrile

생성물 1

HCID 53429406Methyl (4-bromo-2-fluorophenyl)acetate수율 35%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
50 °C

실험 절차

MeOH (16 mmol, 0.81 ml), TMSCI (20 mmol, 2.13 g) and (4-bromo-2-fluorophenyl) acetonitrile (10 mmol, 2.13 g) were sequentially added to a dry flask under a nitrogen atmosphere at room temperature. The reaction mixture was heated at 50° C. for 4 hours. After being cooled to room temperature, water (20 mmol, 0.36 ml) was added to the mixture, followed by the addition of Na2CO3 (10 mmol, 1.06 g) and CH2Cl2 (10 ml). Drying over MgSO4 and concentrating at low pressure afforded product (0.85 g, 35% yield). 1H NMR (300 MHz, CDCl3) δ: 3.57 (s, 2H), 3.65 (s, 3H), 7.08 (t, J=8.3 Hz, 1H), 7.16-7.21 (m, 2H).

후처리

  1. temperatureAfter being cooled to room temperature
  2. dry with materialDrying over MgSO4
  3. concentrationconcentrating at low pressure

출처 및 근거

ORD 기록
ord-4da824b3a4fd4cbb97c3ff058ff0b2ab
출처 데이터셋
uspto-grants-2009_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07473790B2

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