4-Hydroxybenzaldehyde → 4-(2-(5-Ethylpyridin-2-yl)-2-hydroxyethoxy)benzaldehyde

HRID 250150노트

반응식

HRID 250150 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][CH:18]([C:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH3:27])=[CH:22][N:21]=1)[OH:19].O>C(O)(C)(C)C>[CH2:26]([C:23]1[CH:24]=[CH:25][C:20]([CH:18]([OH:19])[CH2:17][O:1][C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=2)=[N:21][CH:22]=1)[CH3:27]

참가 물질

6

반응물 4

HCID 1264-HydroxybenzaldehydeHCID 962WaterHCID 11430Potassium CarbonateHCID 45095769HCID 45095769, 화합물

생성물 1

HCID 115507874-(2-(5-Ethylpyridin-2-yl)-2-hydroxyethoxy)benzaldehyde

시약·촉매·용매 1

HCID 6386tert-Butanol용매2회

실험 절차

Into a solution of 22.6 g (0.181 mol) of 4-hydroxy benzaldehyde dissolved in 75 mL tertiary butanol, was added 38.5 g (0.278 mol) of potassium carbonate in 10 min. Reaction mixture was refluxed for 1 hr. and 15 g (0.06 mol) of 2-bromo-1-(5-ethyl-pyridin-2-yl)-ethanol dissolved in 75 mL tertiary butanol was added slowly in one hr. Reaction mixture was refluxed further for 10 hr. and at 25° C. poured into excess of water. Product was extracted with toluene. Subsequent concentration under reduced pressure and purification gave the desired product. Yield of the product was 12.37 g (70%). m.p. 80° C.

후처리

  1. customReaction mixture
  2. temperaturewas refluxed for 1 hr
  3. additionwas added slowly in one hr
  4. customReaction mixture
  5. temperaturewas refluxed further for 10 hr
  6. extractionProduct was extracted with toluene
  7. concentrationSubsequent concentration
  8. customunder reduced pressure and purification

출처 및 근거

ORD 기록
ord-8e2735fc94364497865da4d29dbae9e3
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863300B2

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