Triethylamine → 1-(4-Methoxycarbonylphenyl)-3-(4-n-pentyloxyphenyl)-1-propene-3-one

HRID 1872396노트

반응식

HRID 1872396 반응식
CCCC(O[CH2:7][C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:9])C.[CH:16]([C:18]1[CH:27]=[CH:26][C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:20][CH:19]=1)=O.C(N([CH2:33][CH3:34])CC)C>ClCCl.CCCCCC.[Ti](Cl)(Cl)(Cl)Cl>[CH3:25][O:24][C:22]([C:21]1[CH:26]=[CH:27][C:18]([CH:16]=[CH:7][C:8]([C:10]2[CH:11]=[CH:12][C:13]([O:9][CH2:8][CH2:10][CH2:11][CH2:33][CH3:34])=[CH:14][CH:15]=2)=[O:9])=[CH:19][CH:20]=1)=[O:23]

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 15294Methyl 4-FormylbenzoateHCID 539231554-Pentyloxyacetophenone

생성물 1

HCID 541783721-(4-Methoxycarbonylphenyl)-3-(4-n-pentyloxyphenyl)-1-propene-3-one

시약·촉매·용매 3

HCID 24193Titanium Tetrachloride촉매HCID 6344Dichloromethane용매3회HCID 8058Hexane용매

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온도
0 °C

실험 절차

To a solution of titanium(IV) chloride (11.6 g) in dichloromethane (100 ml) was added 4-n-Pentyloxyacetophenone (10.3 g) and Methyl 4-formylbenzoate (8.21 g) in dichloromethane (50 ml) dropwise at 0° C. To the mixture was added triethylamine (11.15 ml) in dichloromethane (30 ml). The mixture was stirred at 0° C. for 30 minutes and diluted with n-hexane. The organic layer was washed with water (four times), brine and dried over magnesium sulfate. The solvents were removed under reduced pressure and the residue was triturated with iso-propyl ether. The solid was collected by filtration and dried to give 1-(4-Methoxycarbonylphenyl)-3-(4-n-pentyloxyphenyl)-1-propen-3-one (4.02 g).

후처리

  1. washThe organic layer was washed with water (four times), brine
  2. dry with materialdried over magnesium sulfate
  3. customThe solvents were removed under reduced pressure
  4. customthe residue was triturated with iso-propyl ether
  5. filtrationThe solid was collected by filtration
  6. customdried

출처 및 근거

ORD 기록
ord-0e034046af04479b927f5267ee72f361
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06107458

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