Azobisisobutyronitrile → 3-Bromo-6-(trifluoromethyl)phthalide

HRID 1896947노트

반응식

HRID 1896947 반응식
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][O:8][C:9]2=[O:12])=[CH:5][CH:4]=1.C1C(=O)N([Br:22])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl>[Br:22][CH:7]1[C:6]2[C:10](=[CH:11][C:3]([C:2]([F:1])([F:13])[F:14])=[CH:4][CH:5]=2)[C:9](=[O:12])[O:8]1

참가 물질

5

반응물 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 110744416-(Trifluoromethyl)isobenzofuran-1(3H)-one

생성물 1

HCID 585628673-Bromo-6-(trifluoromethyl)phthalide

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

반응 조건

온도
65 °C

실험 절차

Into a 50 mL round-bottom flask, was placed a solution of 6-(trifluoromethyl)isobenzofuran-1(3H)-one (prepared as described in the previous step, 5.5 g, 27.23 mmol, 1.00 equiv) in CCl4 (10 mL), NBS (5.8 g, 32.58 mmol, 1.20 equiv) and AIBN (0.45 g, 0.10 equiv). The reaction mixture was stirred for 3 h at 65° C. in an oil bath. The resulting mixture was concentrated under vacuum. The residue was dissolved in 100 mL of ethyl acetate, washed with 60 mL of brine, dried (Na2SO4), and concentrated under vacuum. The title compound was obtained as a yellow oil.

후처리

  1. customInto a 50 mL round-bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. dissolutionThe residue was dissolved in 100 mL of ethyl acetate
  4. washwashed with 60 mL of brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-6f27f8b3c9ba4c56b153013f61dbca0d
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08518969B2

반응 노트

불러오는 중…