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Hydrochloric Acid → 3-Bromo-5-chloro-2-fluorobenzenamine

HRID 535720
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HRID 535720 반응식
[Br:1][C:2]1[C:3]([F:17])=[C:4]([NH:9]C(=O)OC(C)(C)C)[CH:5]=[C:6]([Cl:8])[CH:7]=1.Cl>O1CCOCC1>[Br:1][C:2]1[C:3]([F:17])=[C:4]([CH:5]=[C:6]([Cl:8])[CH:7]=1)[NH2:9]
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 51034463Carbamic acid, N-(3-bromo-5-chloro-2-fluorophenyl)-, 1,1-dimethylethyl ester

생성물 1

HCID 510342253-Bromo-5-chloro-2-fluorobenzenamine

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

tert-Butyl 3-bromo-5-chloro-2-fluorophenylcarbamate (1.0 g, 3.1 mmol) was treated with 4.0 M HCl in dioxane (10 mL) and the resulting reaction was maintained at room temperature for 4 hours. The reaction mixture was concentrated and partitioned between EtOAc (200 mL) and saturated aqueous NaHCO3 solution (75 mL). The layers were separated and the organic portion was washed with brine (75 mL), dried (Na2SO4), and concentrated to give 3-bromo-5-chloro-2-fluoroaniline as a colorless oil which was carried forward without further purification: LCMS (m/z) 225.9 (MH+), tR=0.96 minute; 1H NMR (400 MHz, CDCl3) δ 6.88 (m, 1H), 6.70 (d, J=7.0 Hz, 1H).

후처리

  1. customthe resulting reaction
  2. concentrationThe reaction mixture was concentrated
  3. custompartitioned between EtOAc (200 mL) and saturated aqueous NaHCO3 solution (75 mL)
  4. customThe layers were separated
  5. washthe organic portion was washed with brine (75 mL)
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4d77d7bda2cd4b8191501cf56c0582c3
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08859548B2

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