3-Hydroxybenzaldehyde → 3-(4-Methylphenoxy)benzaldehyde

HRID 1678581ノート

反応式

HRID 1678581 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[CH3:10][C:11]1[CH:16]=[CH:15][C:14](B(O)O)=[CH:13][CH:12]=1.C(N(CC)CC)C>ClCCl>[CH3:10][C:11]1[CH:16]=[CH:15][C:14]([O:1][C:2]2[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=2)[CH:5]=[O:6])=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 1013-HydroxybenzaldehydeHCID 8471TriethylamineHCID 79799Tolylboronic acid

生成物 1

HCID 6113073-(4-Methylphenoxy)benzaldehyde収率 19%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

3-Hydroxybenzaldehyde (1.0 g, 8.2 mmol) was dissolved in dichloromethane (50 mL). (4-Methylphenyl)boronic acid (2.2 g, 16.4 mmol), triethylamine (5.7 mL, 41.0 mmol) and copper acetate(II) (1.5 g, 8.2 mmol) were added thereto, and then the mixture was stirred at room temperature for 2 days. The reaction solution was filtered, and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane/ethyl acetate=100:0 to 70:30) to give the title compound (324 mg, yield 19%).

後処理

  1. filtrationThe reaction solution was filtered
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was purified with silica gel column chromatography (hexane/ethyl acetate=100:0 to 70:30)

出典と根拠

ORDレコード
ord-435bf42d60454fdf8ca49b3d94b55299
出典データセット
uspto-grants-2011_08
特許番号
US08008525B2

反応ノート

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