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

HRID 511289ノート

反応式

HRID 511289 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 7368(Trifluoromethyl)benzene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0b089d434e5c4cf09ff6c558cadfd092
出典データセット
uspto-grants-2015_08
特許番号
US09096624B2

反応ノート

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