Triethylsilane → Methyl 3-benzylbenzoate

HRID 2184325노트

반응식

HRID 2184325 반응식
[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

참가 물질

5

반응물 2

HCID 12052TriethylsilaneHCID 349621Methyl 3-benzoylbenzoate

생성물 1

HCID 597640Methyl 3-benzylbenzoate수율 95.6%

시약·촉매·용매 2

HCID 6422Trifluoroacetic acid용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-0a49c6d055fd464e83fa1b3f726d470d
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06900336B2

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