Azobisisobutyronitrile → 4-(Bromomethyl)-2-chloro-1-nitrobenzene

HRID 511289노트

반응식

HRID 511289 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH3:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].C1C(=O)N([Br:19])C(=O)C1.N(C(C)(C)C#N)=NC(C)(C)C#N>FC(F)(F)C1C=CC=CC=1>[Br:19][CH2:11][C:4]1[CH:5]=[CH:6][C:7]([N+:8]([O-:10])=[O:9])=[C:2]([Cl:1])[CH:3]=1

참가 물질

5

반응물 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 1234783-Chloro-4-nitrotoluene

생성물 1

HCID 671933714-(Bromomethyl)-2-chloro-1-nitrobenzene

시약·촉매·용매 1

HCID 7368(Trifluoromethyl)benzene용매

실험 절차

A solution of 3-chloro-4-nitrotoluene (2.0 g, 12 mmol), NBS (2.62 g, 14.6 mmol) and 2,2′-azo-bis-isobutyronitrile (0.195 g, 1.16 mmol) in α,α,α-trifluorotoluene (200 mL) was heated at 80° C. under an atmosphere of nitrogen for 3 h. Solvent was removed in vacuo and the residue was partitioned between EtOAc and water and separated. The aqueous layer was extracted with EtOAc (3×) and the combined organic fractions were washed with brine, dried over sodium sulfate, filtered, and concentrated. The crude product was taken to the next step without purification.

후처리

  1. customSolvent was removed in vacuo
  2. customthe residue was partitioned between EtOAc and water
  3. customseparated
  4. extractionThe aqueous layer was extracted with EtOAc (3×)
  5. washthe combined organic fractions were washed with brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe crude product was taken to the next step without purification

출처 및 근거

ORD 기록
ord-0b089d434e5c4cf09ff6c558cadfd092
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096624B2

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