Ethanol → 1-(Benzyloxyphenyl)-3-(3-pyridyl)-2-propen-1-one

HRID 6374

반응식

HRID 6374 반응식
[OH-].[Na+].[CH2:3]([OH:5])[CH3:4].CC([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:10]=1)=O.[N:23]1[CH:28]=[CH:27][CH:26]=[C:25]([CH:29]=O)[CH:24]=1>O>[CH2:16]([O:15][C:11]1[CH:10]=[CH:9][CH:14]=[CH:13][C:12]=1[C:3](=[O:5])[CH:4]=[CH:29][C:25]1[CH:24]=[N:23][CH:28]=[CH:27][CH:26]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

참가 물질

6

반응물 4

HCID 702EthanolHCID 103713-PyridinecarboxaldehydeHCID 14798Sodium HydroxideHCID 986891-(3-(Phenylmethoxy)phenyl)ethan-1-one

생성물 1

HCID 36496631-(Benzyloxyphenyl)-3-(3-pyridyl)-2-propen-1-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of NaOH (0.488 g) in 10 ml of H2O was added 5 ml of 95% ethanol, followed by 3-benzyloxyacetophenone (2.5 g). The resulting solution was cooled to 0°-5° C. and pyridine-3-carbaldehyde (0.903 ml) added. After standing at 0°-5° C. for 18 hours, present title product was recovered by filtration and purified by chromatography on silica gel using 1:4 ethyl acetate:CH2Cl2 as eluant to yield 1.5 g of purified title product as an off-white solid; mp 117°-119° C.; IR (KBr) 1660 cm-1;Anal. C 79.83, H 5.50, N 4.22, calcd. C 79.98, H 5.43, N 4.44.

후처리

  1. temperatureThe resulting solution was cooled to 0°-5° C.
  2. filtrationpresent title product was recovered by filtration
  3. custompurified by chromatography on silica gel using 1:4 ethyl acetate
  4. customCH2Cl2 as eluant to yield 1.5 g
  5. customof purified title product as an off-white solid

출처 및 근거

ORD 기록
ord-b5deb4b9277448c289c6682e2181b440
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05248685

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