Methyl iodide → Methyl 4-methoxybenzofuran-2-carboxylate

HRID 2221445ノート

反応式

HRID 2221445 の反応式
[H-].[Na+].[OH:3][C:4]1[C:9]2[CH:10]=[C:11]([C:13]([O:15][CH3:16])=[O:14])[O:12][C:8]=2[CH:7]=[CH:6][CH:5]=1.[CH3:17]I>CN(C=O)C>[CH3:17][O:3][C:4]1[C:9]2[CH:10]=[C:11]([C:13]([O:15][CH3:16])=[O:14])[O:12][C:8]=2[CH:7]=[CH:6][CH:5]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 14494065Methyl 4-hydroxybenzofuran-2-carboxylate

生成物 1

HCID 22729192Methyl 4-methoxybenzofuran-2-carboxylate収率 100%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Sodium hydride (32.5 mg, 1.35 mmol) was added to a solution of methyl 4-hydroxy-benzofuran-2-ylcarboxylate (240 mg, 1.25 mmol) in DMF (5 ml). After stirring for 10 min methyl iodide (888 mg, 6.25 mmol) was added and stirring was continued for an additional 1 h. The reaction was carefully quenched with water (30 ml) and diluted with ethyl acetate (50 ml). The separated organic layer was washed with 0.5M aqueous HCl, saturated aqueous sodium bicarbonate solution (50 ml), dried over sodium sulfate, and concentrated in vacuo to give pure methyl 4-methoxy-benzofuran-2-ylcarboxylate (257 mg, 1.25 mmol) as a white solid.

後処理

  1. additionwas added
  2. customThe reaction was carefully quenched with water (30 ml)
  3. additiondiluted with ethyl acetate (50 ml)
  4. washThe separated organic layer was washed with 0.5M aqueous HCl, saturated aqueous sodium bicarbonate solution (50 ml)
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-3d92cf773d0f4767b644e7934b4afd69
出典データセット
uspto-grants-2008_05
特許番号
US07368572B2

反応ノート

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