Tetrahydrofuran → 4-(1-Hydroxy-4-phenyl-2-butyl) anisole

HRID 1598626

반응식

HRID 1598626 반응식
[CH2:1]([Mg]Br)[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.[CH2:12]([CH2:19]C(=O)C)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C1C[O:26][CH2:25]C1>>[OH:26][CH2:25][CH:1]([C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1)[CH2:19][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

4

반응물 3

HCID 8028Tetrahydrofuran2회HCID 17355Benzyl acetoneHCID 178418276HCID 178418276, 화합물

생성물 1

HCID 543717404-(1-Hydroxy-4-phenyl-2-butyl) anisole

실험 절차

An 0.5M solution of 4-anisyl magnesium bromide in THF (66.7 mL. 33.3 mmol) was added dropwise to an ice-water cooled solution of benzyl acetone (5.0 mL, 33.3 mmol) in THF. The resulting reaction was allowed to warm to room temperature, and after 1h was partitioned between aqueous ammonium chloride and ether. The organic phase was dried over magnesium sulfate, concentrated, and purified by chromatography over silica gel eluted with 1:5 ethyl acetate/hexanes to afford 6.2 g of 4-(1-hydroxy-4-phenyl-2-butyl) anisole as a clear oil.

후처리

  1. customThe resulting reaction
  2. customafter 1h was partitioned between aqueous ammonium chloride and ether
  3. dry with materialThe organic phase was dried over magnesium sulfate
  4. concentrationconcentrated
  5. custompurified by chromatography over silica gel
  6. washeluted with 1:5 ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-bae015b464ed40928dd5ceff230107e4
출처 데이터셋
uspto-grants-1998_04
특허 번호
US05739140

연결된 노트

불러오는 중…