4-Hydroxybenzaldehyde → 4-(2-Chloroethoxy)benzaldehyde

HRID 896480ノート

反応式

HRID 896480 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][CH2:18][Cl:19].[OH-].[Na+]>CN(C)C=O.O>[Cl:19][CH2:18][CH2:17][O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 1264-HydroxybenzaldehydeHCID 78491-Bromo-2-ChloroethaneHCID 11430Potassium CarbonateHCID 14798Sodium Hydroxide

生成物 1

HCID 1431564-(2-Chloroethoxy)benzaldehyde

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Dissolve 4-hydroxybenzaldehyde (0.082 mol) in dimethylformamide (100 ml) and add potassium carbonate (0.164 mol) and 1-bromo-2-chloroethane (0.246 mol). Stir magnetically for five days at ambient temperature, then hydrolyse the reaction mixture in 500 ml of water and render alkaline with 3 g of sodium hydroxide pellets. Extract twice with 50 ml of ether each time. Dry the organic phase over magnesium sulphate and remove the ether by evaporation under reduced pressure. Purify the resulting oil by flash chromatography using a 9/1 cyclohexane/ether mixture as eluant. Subsequently, remove the mixture of solvents by evaporation under reduced pressure and crystallise the resulting yellow oil and store it in a dessicator.

後処理

  1. extractionExtract twice with 50 ml of ether each time
  2. dry with materialDry the organic phase over magnesium sulphate
  3. customremove the ether
  4. customby evaporation under reduced pressure
  5. customPurify the resulting oil by flash chromatography
  6. customSubsequently, remove
  7. additionthe mixture of solvents
  8. customby evaporation under reduced pressure
  9. customcrystallise the resulting yellow oil and store it in a dessicator

出典と根拠

ORDレコード
ord-9397a16386a74d0fbbdd1942682e041c
出典データセット
uspto-grants-2005_07
特許番号
US06919362B2

反応ノート

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