Methyl iodide → HCID 58067201、化合物

HRID 1039597ノート

反応式

HRID 1039597 の反応式
[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]

参加物

7

反応物 3

HCID 6328Methyl iodideHCID 516892Sodium BicarbonateHCID 46239167HCID 46239167、化合物

生成物 1

HCID 58067201HCID 58067201、化合物

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒HCID 15413tert-Butyl methyl ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cf99038775ff40babd3369c0dd1f51e1
出典データセット
uspto-grants-2013_10
特許番号
US08552187B2

反応ノート

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