4-Hydroxybenzaldehyde → Benzaldehyde, 4-(2-hydroxyethoxy)-

HRID 550961

반응식

HRID 550961 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[CH:17]([OH:19])[CH3:18].O>CN(C=O)C>[OH:19][CH2:17][CH2:18][O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 1264-HydroxybenzaldehydeHCID 962WaterHCID 11430Potassium CarbonateHCID 14202443Ethanol, 1-bromo-

생성물 1

HCID 89178Benzaldehyde, 4-(2-hydroxyethoxy)-수율 80.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4-hydroxybenzaldehyde (366 mg, 3 mmol) in anhydrous DMF (7 ml), under nitrogen atmosphere, K2CO3 (829 mg, 6 mmol), and, after 10 minutes, bromoethanol (450 mg, 3.6 mmol) were added. The mixture was heated to reflux for 3 hours, then water was added and the product was extracted with CH2Cl2. The organic layers were washed with water and with NaCl saturated solution, dried with Na2SO4. After evaporation of the solvent, the crude product was purified by chromatography on silica gel (Petroleum ether/Ethyl acetate 2/1); 400 mg (yield 80%) of pure product of the title were obtained.

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 3 hours
  3. extractionthe product was extracted with CH2Cl2
  4. washThe organic layers were washed with water and with NaCl saturated solution
  5. dry with materialdried with Na2SO4
  6. customAfter evaporation of the solvent
  7. customthe crude product was purified by chromatography on silica gel (Petroleum ether/Ethyl acetate 2/1)

출처 및 근거

ORD 기록
ord-114befc5d3744873bf0b5593641b15dc
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947674B2

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