Ammonium Chloride → 1-(6-Methoxy-benzofuran-3-yl)-ethane-1,2-diol

HRID 273335ノート

反応式

HRID 273335 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][O:8][C:9]1[CH:23]=[CH:22][C:12]2[C:13]([C:16](=[O:21])[C:17](OC)=[O:18])=[CH:14][O:15][C:11]=2[CH:10]=1.[NH4+].[Cl-]>C1COCC1>[CH3:7][O:8][C:9]1[CH:23]=[CH:22][C:12]2[C:13]([CH:16]([OH:21])[CH2:17][OH:18])=[CH:14][O:15][C:11]=2[CH:10]=1

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 69194602Methyl 2-(6-methoxybenzofuran-3-yl)-2-oxoacetate

生成物 1

HCID 691973081-(6-Methoxy-benzofuran-3-yl)-ethane-1,2-diol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

LAH (0.093 g, 2.39 mmol) was added to a mixture of methyl 2-(6-methoxybenzofuran-3-yl)-2-oxoacetate (0.280 g, 1.196 mmol) in THF (10 mL) at 0° C. under N2, and the mixture was stirred overnight at room temperature under N2. An aqueous NH4Cl solution (5 mL) was added, and the reaction mixture was concentrated to half its volume and extracted with EtOAc. The organic layer was washed with brine and water, dried over anhydrous MgSO4, and evaporated to give 1-(6-methoxy-benzofuran-3-yl)-ethane-1,2-diol.

後処理

  1. concentrationthe reaction mixture was concentrated to half its volume
  2. extractionextracted with EtOAc
  3. washThe organic layer was washed with brine and water
  4. dry with materialdried over anhydrous MgSO4
  5. customevaporated

出典と根拠

ORDレコード
ord-407fc36caef04f27a9e0c8ae1aef4275
出典データセット
uspto-grants-2008_11
特許番号
US07456289B2

反応ノート

読み込み中…