Allyl bromide → 3-Allyloxy-4-methoxybenzaldehyde

HRID 235610ノート

反応式

HRID 235610 の反応式
[O:1]=[CH:2][C:3]1[CH:11]=[CH:10][C:7]([O:8][CH3:9])=[C:5]([OH:6])[CH:4]=1.[CH2:12](Br)[CH:13]=[CH2:14]>C(=O)([O-])[O-].[K+].[K+].CC(C)=O>[CH2:14]([O:6][C:5]1[CH:4]=[C:3]([CH:11]=[CH:10][C:7]=1[O:8][CH3:9])[CH:2]=[O:1])[CH:13]=[CH2:12]

参加物

5

反応物 2

HCID 7841Allyl bromideHCID 12127Isovanillin

生成物 1

HCID 5341483-Allyloxy-4-methoxybenzaldehyde収率 88.5%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 11430Potassium Carbonate溶媒

実験手順

Isovanillin (76 g) was dissolved in a stirred mixture of potassium carbonate (104 g) and acetone (450 mls) followed by the dropwise addittion of allyl bromide (67 g) over ca. 20 mins. The mixture was refluxed for 5 hours, cooled and filtered. The solvent was removed from the filtrate under reduced pressure and the residue was distilled under vacuum to yield 3-allyloxy-4-methoxybenzaldehyde (85 g), b.p. 137°-150° C. at 1.5 mbar.

後処理

  1. temperatureThe mixture was refluxed for 5 hours
  2. temperaturecooled
  3. filtrationfiltered
  4. customThe solvent was removed from the filtrate under reduced pressure
  5. distillationthe residue was distilled under vacuum

出典と根拠

ORDレコード
ord-64068e518fde441d98dc25863e52f594
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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