Benzene, 1-bromo-2-(trifluoromethyl)- → HCID 9899486, 화합물

HRID 1033448노트

반응식

HRID 1033448 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([Sn](C)(C)C)=[CH:4][CH:3]=1.Br[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19]([F:22])([F:21])[F:20]>C1(C)C=CC=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Pd]>[F:20][C:19]([F:22])([F:21])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=1

참가 물질

5

반응물 2

HCID 9806Benzene, 1-bromo-2-(trifluoromethyl)-HCID 617834Stannane, trimethyl(4-methylphenyl)-

생성물 1

HCID 9899486HCID 9899486, 화합물

시약·촉매·용매 2

HCID 11979704Tetrakis(triphenylphosphine)palladium촉매HCID 1140Toluene용매

실험 절차

A solution of 388 mg (1.52 mmol, 1.4 eq.) of 4-methylphenyltrimethylstannane (Example 69, Step A) in 5 mL of toluene under a nitrogen atmosphere was treated with 238 mg of 2-bromobenzotrifluoride (1.06 mmol) and 64 mg of tetrakis(triphenylphosphine) palladium(O) and the resulting solution heated at reflux for 14 hours. The mixture was cooled, filtered and concentrated under vacuum to give an amber oil that was chromatographed on silica, eluting with hexane, to give the product. 1H NMR (300 MHz, CDCl3): 2.41 (s,3), 7.2-7.8 (m,8H). EI-MS: calculated for C14H11F3 236; found 236 (M+,100%).

후처리

  1. temperaturethe resulting solution heated
  2. temperatureat reflux for 14 hours
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum
  6. customto give an amber oil that
  7. customwas chromatographed on silica
  8. washeluting with hexane
  9. customto give the product

출처 및 근거

ORD 기록
ord-6479dacfaa8e4f9d9bff92f4760a428e
출처 데이터셋
uspto-grants-1994_05
특허 번호
US05310737

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