Methyl iodide → 3-Allyl-4-methoxybenzaldehyde

HRID 235613노트

반응식

HRID 235613 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 176044903-Allyl-4-methoxybenzaldehyde

시약·촉매·용매 1

HCID 180Acetone용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-43ab34a04ed74de0a2bf16db3826d7ea
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04640849

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