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

HRID 1598626

反応式

HRID 1598626 の反応式
[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

参加物

4

反応物 3

HCID 8028Tetrahydrofuran2 回HCID 17355Benzyl acetoneHCID 178418276HCID 178418276、化合物

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-bae015b464ed40928dd5ceff230107e4
出典データセット
uspto-grants-1998_04
特許番号
US05739140

関連ノート

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