4-Hydroxybenzaldehyde → 4-(Cyclopropylmethoxy)benzaldehyde

HRID 1485056ノート

反応式

HRID 1485056 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:17][CH:18]1[CH2:20][CH2:19]1>CC(C)=O>[CH:18]1([CH2:17][O:1][C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=2)[CH2:20][CH2:19]1

参加物

5

反応物 3

HCID 1264-HydroxybenzaldehydeHCID 11430Potassium CarbonateHCID 81503Bromomethylcyclopropane

生成物 1

HCID 5432414-(Cyclopropylmethoxy)benzaldehyde収率 91.1%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a mixture of 4-hydroxybenzaldehyde (2.00 g), potassium carbonate (4.53 g) and acetone (50.0 mL), (bromomethyl)cyclopropane (3.32 g) was added and the mixture was refluxed for 9 hours. After cooling the reaction mixture to room temperature, the resulting precipitate was removed by filtration through Celite (registered trademark). The filtrate was concentrated under reduced pressure and, thereafter, the resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=90:10-50:50) to give the titled compound as a colorless oil (2.63 g).

後処理

  1. additionwas added
  2. temperaturethe mixture was refluxed for 9 hours
  3. customthe resulting precipitate was removed by filtration through Celite (registered trademark)
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=90:10-50:50)

出典と根拠

ORDレコード
ord-7126be6f684c46649b6767ebd4077f8c
出典データセット
uspto-grants-2016_08
特許番号
US09422240B2

反応ノート

読み込み中…