Ammonium Chloride → (7-Methoxy-1-benzofuran-2-yl)methanol

HRID 636531

反応式

HRID 636531 の反応式
C([O:3][C:4]([C:6]1[O:7][C:8]2[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[CH:11][C:9]=2[CH:10]=1)=O)C.[BH4-].[Li+].[Cl-].[NH4+]>O1CCCC1>[OH:3][CH2:4][C:6]1[O:7][C:8]2[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[CH:11][C:9]=2[CH:10]=1

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 521284Ethyl 7-methoxy-1-benzofuran-2-carboxylateHCID 4148881Lithium borohydride

生成物 1

HCID 11788606(7-Methoxy-1-benzofuran-2-yl)methanol収率 106.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 2-ethoxycarbonyl-7-methoxybenzofuran (360 mg), lithium borohydride (36 mg) in tetrahydrofuran (4 ml) was stirred at ambient temperature overnight and then for 8 hours at 50° C. Saturated ammonium chloride solution was added to the reaction mixture, and the solution was extracted with ethyl acetate. The extract was washed with saturated ammonium chloride solution and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by flash chromatography (n-hexane—ethyl acetate) to give 2-hydroxymethyl-7-methoxybenzofuran (310 mg).

後処理

  1. waitfor 8 hours at 50° C
  2. extractionthe solution was extracted with ethyl acetate
  3. washThe extract was washed with saturated ammonium chloride solution and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was purified by flash chromatography (n-hexane—ethyl acetate)

出典と根拠

ORDレコード
ord-ab28d31b44c34453b0bcce9f953c146e
出典データセット
uspto-grants-2001_02
特許番号
US06194396B1

関連ノート

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