Methyl iodide → Methyl 2-[3-methoxy-5-(trifluoromethyl)phenyl]propanoate

HRID 1686423노트

반응식

HRID 1686423 반응식
[CH3:1][O:2][C:3](=[O:17])[CH2:4][C:5]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[C:7]([O:15][CH3:16])[CH:6]=1.[CH2:18]([Li])CCC.C(NC(C)C)(C)C.IC>C1COCC1.Cl>[CH3:16][O:15][C:7]1[CH:6]=[C:5]([CH:4]([CH3:18])[C:3]([O:2][CH3:1])=[O:17])[CH:10]=[C:9]([C:11]([F:13])([F:12])[F:14])[CH:8]=1

참가 물질

7

반응물 4

HCID 6328Methyl iodideHCID 7912DiisopropylamineHCID 86625038Methyl[3-methoxy-5-(trifluoromethyl)phenyl]acetateHCID 178418339Butyllithium

생성물 1

HCID 66734169Methyl 2-[3-methoxy-5-(trifluoromethyl)phenyl]propanoate

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 8028Tetrahydrofuran용매

실험 절차

The product from step (i) (1.3 g) was added to a pre-formed solution of butyllithium (2.5M in hexanes, 2.51 ml), diisopropylamine (0.88 ml) in dry THF (30 ml) at −78° C. The mixture was kept at −78° C. for 1 hour before adding iodomethane (0.4 ml). The mixture was slowly allowed to warm to room temperature overnight. The mixture was diluted with 2M HCl, extracted with ether, dried (MgSO4) and evaporated under reduced pressure to give an oil. The oil was purified by flash column chromatography (eluent 2:1 isohexane/diethylether) (0.8 g).

후처리

  1. extractionextracted with ether
  2. dry with materialdried (MgSO4)
  3. customevaporated under reduced pressure
  4. customto give an oil
  5. customThe oil was purified by flash column chromatography (eluent 2:1 isohexane/diethylether) (0.8 g)

출처 및 근거

ORD 기록
ord-3ef2069adf84451ab34d3d7c868106b0
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148572B2

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