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

HRID 1859758ノート

反応式

HRID 1859758 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

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%).

後処理

  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%)

出典と根拠

ORDレコード
ord-2169fac0a9014699bb9176b535bf9222
出典データセット
uspto-grants-2003_03
特許番号
US06528538B1

反応ノート

読み込み中…