Methyl iodide → HCID 58067201, 화합물

HRID 468538노트

반응식

HRID 468538 반응식
[CH3:1][O:2][CH:3]([O:23][CH3:24])[CH2:4][N:5]1[CH:10]=[CH:9][C:8](=[O:11])[C:7]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:6]1[C:20]([OH:22])=[O:21].[C:25]([O-])(O)=O.[Na+].CI>CN(C=O)C.CC(OC)(C)C.CCOC(C)=O>[CH3:24][O:23][CH:3]([O:2][CH3:1])[CH2:4][N:5]1[CH:10]=[CH:9][C:8](=[O:11])[C:7]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:6]1[C:20]([O:22][CH3:25])=[O:21]

참가 물질

7

반응물 3

HCID 6328Methyl iodideHCID 516892Sodium BicarbonateHCID 46239167HCID 46239167, 화합물

생성물 1

HCID 58067201HCID 58067201, 화합물

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매HCID 15413tert-Butyl methyl ether용매

실험 절차

Crude 1-[2,2-bis(methyloxy)ethyl]-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid 22 obtained as above was dissolved in DMF (500 mL). To this solution was added NaHCO3 (50.5 g, 0.6 mole). The suspension was stirred vigorously with a mechanic stirrer while CH3I in TBME (2.0 M, 300 mL) was introduced by addition funnel over 30 minutes. After addition, the reaction was stirred overnight at room temperature. The reaction mixture was then diluted with EtOAc (˜1.5 L) and washed with water and brine. The organic layer was dried over anhydrous Na2SO4. Evaporation of solvents gave methyl 1-[2,2-bis(methyloxy)ethyl]-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylate 23 as brown oil, which was used directly for the next step.

후처리

  1. additionwas introduced by addition funnel over 30 minutes
  2. additionAfter addition
  3. washwashed with water and brine
  4. dry with materialThe organic layer was dried over anhydrous Na2SO4
  5. customEvaporation of solvents

출처 및 근거

ORD 기록
ord-5d1a6a85c02b4193b3f8676fd9ce8782
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08624023B2

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