Methyl iodide → 3-Allyl-4-methoxybenzaldehyde

HRID 235613ノート

反応式

HRID 235613 の反応式
[CH2:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[OH:12])[CH:7]=[O:8])[CH:2]=[CH2:3].[C:13](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[CH2:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[CH:7]=[O:8])[CH:2]=[CH2:3]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 47290143-Allyl-4-hydroxybenzaldehyde

生成物 1

HCID 176044903-Allyl-4-methoxybenzaldehyde

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

実験手順

Two equivalents of potassium carbonate are added slowly with stirring to a solution of 4-hydroxybenzaldehyde in acetone. A solution of allyl bromide (1.1 equivalent) in acetone is added and the mixture is refluxed for two hours, filtered to remove inorganic salts and volatiles stripped under reduced pressure. The resulting 4-allyloxybenzaldehyde is then heated for six hours at 220° C. to yield the rearrangement product, 3-allyl-4-hydroxybenzaldehyde. One equivalent of 3-allyl-4-hydroxybenzaldehyde is dissolved in acetone and two equivalents of potassium carbonate are added slowly with stirring followed by a solution of 1.1 equivalents of methyl iodide in acetone. This mixture is refluxed for several hours, filtered and stripped to yield 3-allyl-4-methoxybenzaldehyde.

後処理

  1. temperatureThis mixture is refluxed for several hours
  2. filtrationfiltered

出典と根拠

ORDレコード
ord-43ab34a04ed74de0a2bf16db3826d7ea
出典データセット
uspto-grants-1987_02
特許番号
US04640849

反応ノート

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