Chlorosuccinimide → 2,2-Dimethylpropionic acid [8-chloro-1-(2,2-dimethyl-propionyloxymethyl)-7-(2-formylphenyl)-2,6-dioxo-1,2,6,7-tetrahydropurin-3-yl]methyl ester

HRID 1792080노트

반응식

HRID 1792080 반응식
[CH3:1][C:2]([CH3:35])([CH3:34])[C:3]([O:5][CH2:6][N:7]1[C:15](=[O:16])[C:14]2[N:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[CH:23]=[O:24])[CH:12]=[N:11][C:10]=2[N:9]([CH2:25][O:26][C:27](=[O:32])[C:28]([CH3:31])([CH3:30])[CH3:29])[C:8]1=[O:33])=[O:4].[Cl:36]N1C(=O)CCC1=O>CN(C)C=O.C(OCC)(=O)C>[Cl:36][C:12]1[N:13]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[CH:23]=[O:24])[C:14]2[C:15](=[O:16])[N:7]([CH2:6][O:5][C:3](=[O:4])[C:2]([CH3:35])([CH3:34])[CH3:1])[C:8](=[O:33])[N:9]([CH2:25][O:26][C:27](=[O:32])[C:28]([CH3:29])([CH3:31])[CH3:30])[C:10]=2[N:11]=1

참가 물질

5

반응물 2

HCID 31398ChlorosuccinimideHCID 23536861[1-(2,2-Dimethylpropionyloxymethyl)-7-(2-formylphenyl)-2,6-dioxo-1,2,6,7-tetrahydropurin-3-yl]methyl 2,2-dimethylpropionate

생성물 1

HCID 235368902,2-Dimethylpropionic acid [8-chloro-1-(2,2-dimethyl-propionyloxymethyl)-7-(2-formylphenyl)-2,6-dioxo-1,2,6,7-tetrahydropurin-3-yl]methyl ester수율 74.7%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

2,2-Dimethylpropionic acid [1-(2,2-dimethylpropionyloxymethyl)-7-(2-formylphenyl)-2,6-dioxo-1,2,6,7-tetrahydropurin-3-yl]methyl ester (2.50 g) and N-chlorosuccinimide (896 mg) were dissolved in N,N-dimethylformamide (25 ml), and the mixture was stirred at room temperature for 8 hours. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography to give 2.0 g of the title compound from the elution fraction of hexane-ethyl acetate (2:1).

후처리

  1. washwashed with water
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-4827b0d3f5684e7292dc522efb21c879
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07074798B2

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