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Acetic Acid → 1-(3-Benzyloxyphenyl)-3-(3-(methoxycarbonyl)phenyl)-2-propen-1-one

HRID 6375
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인쇄 미리보기

반응식

HRID 6375 반응식
CO[Na].[CH3:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:8]=1)=[O:6].[CH:21]([C:23]1[CH:24]=[C:25]([CH:30]=[CH:31][CH:32]=1)[C:26]([O:28][CH3:29])=[O:27])=O.C(O)(=O)C>CO.O>[CH2:14]([O:13][C:9]1[CH:8]=[C:7]([C:5](=[O:6])[CH:4]=[CH:21][C:23]2[CH:32]=[CH:31][CH:30]=[C:25]([C:26]([O:28][CH3:29])=[O:27])[CH:24]=2)[CH:12]=[CH:11][CH:10]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 986891-(3-(Phenylmethoxy)phenyl)ethan-1-oneHCID 639145Methyl 3-formylbenzoateHCID 178418582HCID 178418582, 화합물

생성물 1

HCID 536734501-(3-Benzyloxyphenyl)-3-(3-(methoxycarbonyl)phenyl)-2-propen-1-one

시약·촉매·용매 2

HCID 887Methanol
용매
2회
HCID 962Water용매

실험 절차

To CH3ONa (0.45 g, 0.0082 mol) stirring in 20 ml of dry CH3OH at 10° C. was added 3-benzyloxyacetophenone (5.0 g, 0.019 mol) and methyl 3-formylbenzoate (3.12 g, 0.019 mol). A heavy precipitate formed almost immediately, and the mixture was diluted with 20 ml CH3OH, warmed to room temperature and stirred for 18 hours. Glacial acetic acid (3 ml) was added and the mixture poured into 300 ml H2O. Title product was recovered by filtration, air dried and purified by chromatography on silica gel gradiently eluted with 49 to 39:1 toluene:ethyl acetate, 4.97 g of solid; MS 372.2 (M+); 1H-NMR (300 MHz, CDCl3) delta (ppm) 3.95 (s, 3H), 5.14 (s, 2H), 7.2-7.9 (m, 13H), 8.06 (dt, 1H), 8.3 (s, 1H); TLC Rf 0.7 (49:1 CHCl3 :isopropanol).

후처리

  1. customA heavy precipitate formed almost immediately
  2. filtrationTitle product was recovered by filtration, air
  3. customdried
  4. custompurified by chromatography on silica gel
  5. washgradiently eluted with 49 to 39:1 toluene

출처 및 근거

ORD 기록
ord-02e63018c7f6403a9ad3b2d6de31b313
출처 데이터셋
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05248685

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