Dichloromethane → 2,2-Dimethylmalonic acid t-butyl ester (2,2-dimethylpropyl)ester

HRID 2089662

반응식

HRID 2089662 반응식
[C:1]([O:5][C:6](=[O:13])[C:7]([CH3:12])([CH3:11])[C:8]([OH:10])=[O:9])([CH3:4])([CH3:3])[CH3:2].[CH3:14][C:15]([CH3:19])([CH3:18])[CH2:16]O.ClCCl.CCN=C=NCCCN(C)C>CN(C1C=CN=CC=1)C.O.CC(OC)(C)C>[CH3:14][C:15]([CH3:19])([CH3:18])[CH2:16][O:9][C:8](=[O:10])[C:7]([CH3:12])([CH3:11])[C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:13]

참가 물질

8

반응물 4

HCID 6344DichloromethaneHCID 6404Neopentyl alcoholHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 2544153-(Tert-butoxy)-2,2-dimethyl-3-oxopropanoic acid

생성물 1

HCID 866773992,2-Dimethylmalonic acid t-butyl ester (2,2-dimethylpropyl)ester

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 962Water용매HCID 15413tert-Butyl methyl ether용매

실험 절차

To a mixture of 2,2-dimethylmalonic acid mono-t-butyl ester (10 g), 2,2-dimethyl-1-propanol [CAS No. 75-84-3] (5.15 g), DMAP (1.3 g), and dichloromethane (100 mL), WSC (12.2 g) was added with stirring under ice-cooling, and the resulting mixture was stirred at room temperature for 2 days. TBME and water were added to the mixture, and the resulting mixture was extracted. The organic layer was sequentially washed with water and saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The desiccant was filtered off, and the filtrate obtained was concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography (mixed solvent of heptane-ethyl acetate) to obtain 2,2-dimethylmalonic acid t-butyl ester(2,2-dimethylpropyl)ester (12 g).

후처리

  1. temperaturecooling
  2. stirringthe resulting mixture was stirred at room temperature for 2 days
  3. extractionthe resulting mixture was extracted
  4. washThe organic layer was sequentially washed with water and saturated aqueous sodium chloride solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationThe desiccant was filtered off
  7. customthe filtrate obtained
  8. concentrationwas concentrated under reduced pressure
  9. customThe residue obtained
  10. customwas purified by silica gel column chromatography (mixed solvent of heptane-ethyl acetate)

출처 및 근거

ORD 기록
ord-9c026640a7af4bcfa1c86a1ce392f220
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436009B2

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