Diethyl Ether → 1-(Benzofuran-5-yl)-1-phenylethanol

HRID 2075193

反応式

HRID 2075193 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[O:11])=[CH:9][C:4]=2[CH:3]=[CH:2]1.[CH3:18][Mg]Br.C(OCC)C>C1COCC1>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)([OH:11])[CH3:18])=[CH:9][C:4]=2[CH:3]=[CH:2]1

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 58415352Benzofuran-5-yl(phenyl)methanoneHCID 178418573HCID 178418573、化合物

生成物 1

HCID 584152691-(Benzofuran-5-yl)-1-phenylethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of benzofuran-5-yl(phenyl)methanone (1.0 g, 4.5 mmol) in 20 mL THF under nitrogen at 0° C. was added methylmagnesium bromide 3.0M in diethyl ether (2.2 mL, 6.7 mmol) dropwise via syringe. The reaction was allowed to warm to ambient temperature slowly. The reaction was quenched with sat'd aq. NH4Cl and DCM. The aqueous layer was extracted 2×DCM, and the combined organics were dried over anhyd sodium sulfate, filtered, and concentrated in vacuo to give 1-(benzofuran-5-yl)-1-phenylethanol as an oil, which was used without further purification. MS (ESI) m/z: Calculated: 238.1; Observed: 238.8 (M++1).

後処理

  1. customThe reaction was quenched with sat'd aq. NH4Cl and DCM
  2. extractionThe aqueous layer was extracted 2×DCM
  3. dry with materialthe combined organics were dried over anhyd sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-8fa88431a8d3486fb78d60917df48d64
出典データセット
uspto-grants-2011_04
特許番号
US07919519B2

関連ノート

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