Diisopropyl Ether → Ethyl 2-(4-Chlorophenyl)-5,5-diphenyl[1,3]-dioxane-2-carboxylate

HRID 1859758노트

반응식

HRID 1859758 반응식
[O:1]=[C:2]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[C:15]1([C:21]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([CH2:24]O)[CH2:22][OH:23])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.B(F)(F)F.CCOCC.C(OC(C)C)(C)C>C(Cl)Cl.C([O-])(O)=O.[Na+]>[Cl:14][C:11]1[CH:10]=[CH:9][C:8]([C:2]2([C:3]([O:5][CH2:6][CH3:7])=[O:4])[O:23][CH2:22][C:21]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:24][O:1]2)=[CH:13][CH:12]=1

참가 물질

7

반응물 4

HCID 7914Diisopropyl EtherHCID 8000Boron trifluoride etherateHCID 4104452,2-Diphenylpropane-1,3-diolHCID 2758815Ethyl 4-chlorobenzoylformate

생성물 1

HCID 15428824Ethyl 2-(4-Chlorophenyl)-5,5-diphenyl[1,3]-dioxane-2-carboxylate수율 71%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 516892Sodium Bicarbonate용매

실험 절차

42.5 g (0.2 M) of ethyl 2-oxo-2-(4-chlorophenyl)acetate are placed in 400 ml of CH2Cl2 in a 500 ml reactor. 22.8 g (0.1 M) of 2,2-diphenylpropane-1,3-diol and then 14.2 g (0.1 M) of BF3.Et2O are added. The mixture is left to react with stirring for 72 h at room temperature. The reaction mixture is taken up in NaHCO3 solution. The organic phase is washed with saturated NaCl solution. After drying over Na2SO4 and concentration, a very thick oil is obtained. 150 ml of isopropyl ether are added and a white precipitate forms. After filtration, 30 g of product melting at 156-158° C. are obtained (yield: 71%).

후처리

  1. waitThe mixture is left
  2. customto react
  3. washThe organic phase is washed with saturated NaCl solution
  4. dry with materialAfter drying over Na2SO4 and concentration
  5. customa very thick oil is obtained
  6. filtrationAfter filtration, 30 g of product melting at 156-158° C.
  7. customare obtained (yield: 71%)

출처 및 근거

ORD 기록
ord-2169fac0a9014699bb9176b535bf9222
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06528538B1

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