HCID 11299135、化合物 → Ethyl 2-phenylbenzoate

HRID 1251032ノート

反応式

HRID 1251032 の反応式
[C:1]1([C:7]2[CH:12]=[CH:11][CH2:10][CH2:9][C:8]=2[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)(=O)C.O.[Pd]>[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

5

反応物 1

HCID 11299135HCID 11299135、化合物

生成物 1

HCID 9920952Ethyl 2-phenylbenzoate収率 80%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

A mixture of ethyl 2-phenylcyclohexa-1,3-dienecarboxylate(90 mg, 0.395 mmol) and 5% Pd/C(50 mg) in acetic acid(1.5 ml) and water(1.5 ml) was refluxed for 2hr. The reaction mixture was filtrated and the solvent was evaporated under reduced pressure. Toluene was added to the residue and it was dried over MgSO4. After removal of the solvent, the residue was purified by column chromatography on silica gel with n-hexane-AcOEt to afford 71 mg of ethyl 2-phenylbenzoate(y=80.0%) as a pale yellow oil. 1H-NMR(ppm, 300 MHz, CDCl3) δ 7.82(1H, dd, J=1.4 and 7.7 Hz), 7.10-7.60(8H), 4.08(2H, d, J=7.0 Hz), 0.98(3H, t, J=7.0 Hz).

後処理

  1. temperaturewas refluxed for 2hr
  2. filtrationThe reaction mixture was filtrated
  3. customthe solvent was evaporated under reduced pressure
  4. additionToluene was added to the residue and it
  5. dry with materialwas dried over MgSO4
  6. customAfter removal of the solvent
  7. customthe residue was purified by column chromatography on silica gel with n-hexane-AcOEt

出典と根拠

ORDレコード
ord-fe10ca4e28184e188aa8531a9a38f3e5
出典データセット
uspto-grants-2002_01
特許番号
US06340772B1

反応ノート

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