Water → 7-Methoxy-2-methylbenzofuran

HRID 636532ノート

反応式

HRID 636532 の反応式
O[CH2:2][C:3]1[O:4][C:5]2[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[CH:8][C:6]=2[CH:7]=1.C([BH3-])#N.[Na+].C(Cl)(Cl)Cl.O>ClC(Cl)C.[I-].[Zn+2].[I-]>[CH3:13][O:12][C:11]1[C:5]2[O:4][C:3]([CH3:2])=[CH:7][C:6]=2[CH:8]=[CH:9][CH:10]=1

参加物

7

反応物 4

HCID 962WaterHCID 6212ChloroformHCID 5003444Sodium cyanoborohydrideHCID 11788606(7-Methoxy-1-benzofuran-2-yl)methanol

生成物 1

HCID 112751777-Methoxy-2-methylbenzofuran収率 34.8%

試薬・触媒・溶媒 2

HCID 9883512zinc(II)iodide触媒HCID 63651,1-Dichloroethane溶媒

実験手順

A mixture of 2-hydroxymethyl-7-methoxybenzofuran (300 mg), sodium cyanoborohydride (796 mg) and zinc iodide (809 mg) in dichloroethane (10 ml) was stirred for 2 hours at ambient temperature and then refluxed overnight. Chloroform and water were added to the reaction mixture, and the separated organic layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by flash chromatography (n-hexane:ethyl acetate=15:1, v/v) to give 7-methoxy-2-methylbenzofuran (95 mg).

後処理

  1. temperaturerefluxed overnight
  2. washthe separated organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residue was purified by flash chromatography (n-hexane

出典と根拠

ORDレコード
ord-99fd776611a84181b7ae07d92a263e0e
出典データセット
uspto-grants-2001_02
特許番号
US06194396B1

反応ノート

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