Acetic Acid → HCID 178467259, 화합물

HRID 1700639노트

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HRID 1700639 반응식
[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

참가 물질

8

반응물 4

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

생성물 1

HCID 178467259HCID 178467259, 화합물수율 70.2%

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b29055eeb08649e9b933a737f9155c24
출처 데이터셋
uspto-grants-2002_02
특허 번호
US06350749B1

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