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

HRID 896480노트

반응식

HRID 896480 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 1431564-(2-Chloroethoxy)benzaldehyde

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9397a16386a74d0fbbdd1942682e041c
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06919362B2

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