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Dimethylformamide → 2-Bromo-4-(bromomethyl)-1-(trifluoromethoxy)benzene

HRID 2235590
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HRID 2235590 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH2:13]O)[CH:5]=[CH:6][C:7]=1[O:8][C:9]([F:12])([F:11])[F:10].CN(C=O)C.S(Br)([Br:22])=O>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([CH2:13][Br:22])[CH:5]=[CH:6][C:7]=1[O:8][C:9]([F:12])([F:11])[F:10]
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참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 68176Thionyl bromideHCID 265978513-Bromo-4-(trifluoromethoxy)benzyl alcohol

생성물 1

HCID 593006712-Bromo-4-(bromomethyl)-1-(trifluoromethoxy)benzene수율 99.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
23 °C

실험 절차

To a solution of (3-bromo-4-(trifluoromethoxy)phenyl)methanol 19.1 (6.78 g, 25 mmol) in 30 mL of DCM, was added DMF (0.5 mL) and thionyl bromide (2 mL, 26 mmol). The mixture was stirred at 23° C. for 4 hours. DCM (120 mL) was added to the reaction mixture, and the resulting mixture was washed with aqueous saturated NaHCO3. The organic layer was dried over Na2SO4 and concentrated to give 19.2 (8.3 g, 99% yield) as a yellow oil, which was used directly in the next step without further purification. 1H NMR (500 MHz, DMSO-d6) δ ppm 7.74 (1H, d, J=2.0 Hz), 7.38-7.53 (2H, m), 4.53 (2H, d, J=5.6 Hz).

후처리

  1. washthe resulting mixture was washed with aqueous saturated NaHCO3
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-bbeff5420fbb42248e79ee3e32dfd76a
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07714008B2

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