4-Hydroxybenzaldehyde → 4-Isopropoxybenzaldehyde

HRID 275221

反応式

HRID 275221 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[CH:10](Br)([CH3:12])[CH3:11].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:10]([O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)([CH3:12])[CH3:11]

参加物

5

反応物 3

HCID 1264-HydroxybenzaldehydeHCID 63582-BromopropaneHCID 11430Potassium Carbonate

生成物 1

HCID 2500774-Isopropoxybenzaldehyde

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
58 °C

実験手順

A solution of 30 g of 4-hydroxybenzaldehyde and 46 g of isopropyl bromide in 300 ml of N,N-dimethylformamide is treated with 104 g of finely powdered potassium carbonate and the mixture is stirred at 58° C. overnight. The suspension is suction filtered and the filtrate is concentrated in a vacuum. A solution of the residue in 100 ml of diethyl ether is washed twice with 100 ml of water each time, dried over sodium sulphate and concentrated. Chromatography of the crude product on silica gel with hexane/ethyl acetate (vol. 9:1) gives 40g of 4-(isopropyloxy)benzaldehyde.

後処理

  1. filtrationsuction filtered
  2. concentrationthe filtrate is concentrated in a vacuum
  3. washA solution of the residue in 100 ml of diethyl ether is washed twice with 100 ml of water each time
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-1c09c3026b7140e1974ee3a3fe61d096
出典データセット
uspto-grants-1995_02
特許番号
US05393458

関連ノート

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