Water → Ethyl 5-(hydroxy(phenyl)methyl)-4'-methylbiphenyl-3-carboxylate

HRID 1845258ノート

反応式

HRID 1845258 の反応式
[C:1]1([Mg]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:9]([C:11]1[CH:12]=[C:13]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:14]=[C:15]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)[CH:16]=1)=[O:10].O>O1CCCC1>[OH:10][CH:9]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:11]1[CH:12]=[C:13]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:14]=[C:15]([C:17]2[CH:18]=[CH:19][C:20]([CH3:23])=[CH:21][CH:22]=2)[CH:16]=1

参加物

5

反応物 3

HCID 962WaterHCID 58188063Ethyl 5-formyl-4'-methylbiphenyl-3-carboxylateHCID 178418255HCID 178418255、化合物

生成物 1

HCID 58188027Ethyl 5-(hydroxy(phenyl)methyl)-4'-methylbiphenyl-3-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Phenylmagnesium bromide (850 mg, 4.7 mmol) was added to a solution of ethyl 5-formyl-4′-methylbiphenyl-3-carboxylate (360 mg, 1.3 mmol) in tetrahydrofuran (8 mL) at 0° C. The reaction mixture was stirred at room temperature for 3 h, and then water (10 mL) was added. The mixture was extracted with EtOAc (20 mL×2). The combined organic layers were dried over anhydrous MgSO4 and concentrated. The residue was purified by silica gel column chromatography to afford the title compound.

後処理

  1. extractionThe mixture was extracted with EtOAc (20 mL×2)
  2. dry with materialThe combined organic layers were dried over anhydrous MgSO4
  3. concentrationconcentrated
  4. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-0503f22ad9bb48d7bc8db8ce8dadf627
出典データセット
uspto-grants-2015_02
特許番号
US08946439B2

反応ノート

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