Acetic Acid → HCID 178467259、化合物

HRID 1700639ノート

反応式

HRID 1700639 の反応式
[Cl:1][C:2]1[S:3][C:4]([Cl:15])=[CH:5][C:6]=1[CH:7]1[CH2:12][C:11](=[O:13])[CH2:10][C:9](=[O:14])[CH2:8]1.C1(N=C=NC2CCCCC2)CCCCC1.[C:31](O)(=[O:33])[CH3:32].Cl>CN(C)C1C=CN=CC=1.CN(C)C=O.O>[Cl:1][C:2]1[S:3][C:4]([Cl:15])=[CH:5][C:6]=1[CH:7]1[CH2:12][C:11](=[O:13])[C:10](=[C:31]([OH:33])[CH3:32])[C:9](=[O:14])[CH2:8]1

参加物

8

反応物 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 10868DicyclohexylcarbodiimideHCID 183175075-(2,5-Dichlorothiophen-3-yl)cyclohexane-1,3-dione

生成物 1

HCID 178467259HCID 178467259、化合物収率 70.2%

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 5-(2,5-dichlorothiophen-3-yl)cyclohexane-1,3-dione (3.07 g), 4-dimethylaminopyridine (2.14 g) and dicyclohexylcarbodiimide (3.13 g) in dimethylformamide (10 ml) was added acetic acid (1.26 g), and the mixture was stirred at room temperature for 13 hours. To the mixture were added water (30 ml) and 2N hydrochloric acid (10 ml), and the mixture was extracted with ethyl acetate. The organic layer was extracted with 0.5N sodium hydroxide solution, and to the aqueous layer was added 2N hydrochloric acid to make the solution acidic. The solution was extracted with ethyl acetate, and the organic layer was washed with water. Under reduced pressure, the solvent was evaporated, and the residue was recrystallized from ethyl acetate-hexane to give 5-(2,5-dichlorothiophen-3-yl)-2-(1-hydroxyethylidene)cyclohexane-1,3-dione (2.5 g) as yellow crystals.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. extractionThe organic layer was extracted with 0.5N sodium hydroxide solution
  3. additionto the aqueous layer was added 2N hydrochloric acid
  4. extractionThe solution was extracted with ethyl acetate
  5. washthe organic layer was washed with water
  6. customUnder reduced pressure, the solvent was evaporated
  7. customthe residue was recrystallized from ethyl acetate-hexane

出典と根拠

ORDレコード
ord-b29055eeb08649e9b933a737f9155c24
出典データセット
uspto-grants-2002_02
特許番号
US06350749B1

反応ノート

読み込み中…