Triethylsilane → Methyl 3-benzylbenzoate

HRID 2184325ノート

反応式

HRID 2184325 の反応式
[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10](=O)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:5]=1.C([SiH](CC)CC)C>FC(F)(F)C(O)=O.C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:5]=1

参加物

5

反応物 2

HCID 12052TriethylsilaneHCID 349621Methyl 3-benzoylbenzoate

生成物 1

HCID 597640Methyl 3-benzylbenzoate収率 95.6%

試薬・触媒・溶媒 2

HCID 6422Trifluoroacetic acid溶媒HCID 8857Ethyl Acetate溶媒

実験手順

3-benzoyl-benzoic acid methyl ester (653 mg, 2.72 mmol) was stirred in trifluoroacetic acid (3 mL) with triethylsilane (1.3 mL, 8.15 mmol) at room temperature for 22 h. The reaction mixture was diluted with ethyl acetate and washed with an aqueous NaHCO3 solution. The organic layer was dried over MgSO4, filtered and concentrated. The resultant oil was subjected to column chromatography (25 hexanes: 1 ethyl acetate) to provide 3-benzyl-benzoic acid methyl ester (589 mg, 2.6 mmol) as an oil.

後処理

  1. washwashed with an aqueous NaHCO3 solution
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-0a49c6d055fd464e83fa1b3f726d470d
出典データセット
uspto-grants-2005_05
特許番号
US06900336B2

反応ノート

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