Isoamyl Nitrite → HCID 66650354, 화합물

HRID 268917노트

반응식

HRID 268917 반응식
N[C:2]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[C:7]([O:14][CH2:15][CH3:16])=[CH:6][C:3]=1[C:4]#[N:5].N(OCCC(C)C)=O>C1COCC1.C([O-])(O)=O.[Na+]>[CH2:15]([O:14][C:7]1[CH:6]=[C:3]([CH:2]=[CH:9][C:8]=1[C:10]([F:11])([F:12])[F:13])[C:4]#[N:5])[CH3:16]

참가 물질

5

반응물 2

HCID 8053Isoamyl NitriteHCID 66650419Amino-5-ethoxy-4-trifluoromethyl-benzonitrile

생성물 1

HCID 66650354HCID 66650354, 화합물수율 85%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 516892Sodium Bicarbonate용매

실험 절차

To a solution of 2-amino-5-ethoxy-4-trifluoromethyl-benzonitrile from step 4 (31.62 g, 137.4 mmol) in dry THF (410 mL) was added isoamyl nitrite (40.4 mL, 302 mmol), and the mixture was refluxed for 16 h. The solvent was removed in vacuum to give an orange oil, which was dissolved in sat. NaHCO3-sol., extracted three times with diethyl ether. The combined organic layers were washed with 1 N HCl and brine, dried over Na2SO4. Removal of the solvent in vacuum left an orange oil, which was purified by double Kugelrohr distillation (up to 160° C. bath temperature at 1.5 mbar) to give the title compound as a light yellow solid (25.06 g, 85%). MS (EI) 185.1 [M].

후처리

  1. temperaturethe mixture was refluxed for 16 h
  2. customThe solvent was removed in vacuum
  3. customto give an orange oil, which
  4. extraction, extracted three times with diethyl ether
  5. washThe combined organic layers were washed with 1 N HCl and brine
  6. dry with materialdried over Na2SO4
  7. customRemoval of the solvent in vacuum
  8. waitleft an orange oil, which
  9. distillationwas purified by double Kugelrohr distillation (up to 160° C. bath temperature at 1.5 mbar)

출처 및 근거

ORD 기록
ord-3ab9b616bb824cb6b8494e4f2d7f1c51
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07446113B2

반응 노트

불러오는 중…