Dichloromethane → 2,2-Dimethylmalonic acid t-butyl ester cyclohexyl ester

HRID 2089642

반응식

HRID 2089642 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].ClCCl.[CH:17]1(O)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.CCN=C=NCCCN(C)C>CN(C1C=CN=CC=1)C.CC(OC)(C)C>[CH:17]1([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])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 7966CyclohexanolHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 254415143688-40-8

생성물 1

HCID 674699762,2-Dimethylmalonic acid t-butyl ester cyclohexyl ester

시약·촉매·용매 2

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

실험 절차

To a mixture of 2,2-dimethylmalonic acid mono-t-butyl ester [CAS No. 143688-40-8] (800 mg), DMAP (104 mg), and dichloromethane (8 mL), cyclohexanol (0.494 mL) and WSC (976 mg) were sequentially added at 0° C. The resulting mixture was stirred overnight at room temperature, and TBME (50 mL) was added thereto. The resulting mixture was sequentially washed with water (30 mL) and saturated aqueous sodium chloride solution (30 mL), and dried over anhydrous magnesium sulfate. The resulting mixture was filtered, 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 the captioned compound (817 mg).

후처리

  1. washThe resulting mixture was sequentially washed with water (30 mL) and saturated aqueous sodium chloride solution (30 mL)
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationThe resulting mixture was filtered
  4. customthe filtrate obtained
  5. concentrationwas concentrated under reduced pressure
  6. customThe residue obtained
  7. customwas purified by silica gel column chromatography (mixed solvent of heptane-ethyl acetate)

출처 및 근거

ORD 기록
ord-fa9d8e23bd104a26acf716c18aadbbc6
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436009B2

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