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

HRID 1386614ノート

反応式

HRID 1386614 の反応式
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]

参加物

7

反応物 3

HCID 8471TriethylamineHCID 15294Methyl 4-FormylbenzoateHCID 539231554-Pentyloxyacetophenone

生成物 1

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

試薬・触媒・溶媒 3

HCID 24193Titanium Tetrachloride触媒HCID 6344Dichloromethane溶媒3 回HCID 8058Hexane溶媒

反応条件

温度
0 °C

実験手順

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 (8.2 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-propene-3-one (4.02 g).

後処理

  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

出典と根拠

ORDレコード
ord-e7b60ec9ba374c74b3f665791e735386
出典データセット
uspto-grants-2001_07
特許番号
US06265536B1

反応ノート

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