MeOH tetrahydrofuran → Methyl 2-(methylsulfonyl)pyrimidine-4-carboxylate

HRID 413035

反応式

HRID 413035 の反応式
O[O:2][S:3]([O-:5])=O.[K+].[CH3:7][O:8][C:9]([C:11]1[C:16](S)=[CH:15][N:14]=[C:13](C)[N:12]=1)=[O:10].CO.[CH2:21]1COCC1>>[CH3:7][O:8][C:9]([C:11]1[CH:16]=[CH:15][N:14]=[C:13]([S:3]([CH3:21])(=[O:5])=[O:2])[N:12]=1)=[O:10]

参加物

4

反応物 3

HCID 21899815MeOH tetrahydrofuranHCID 23707502Potassium hydroxy sulfiteHCID 692220192-Methyl-sulfanyl-pyrimidine-4-carboxylic acid methyl ester

生成物 1

HCID 19868790Methyl 2-(methylsulfonyl)pyrimidine-4-carboxylate

実験手順

An aqueous solution (1 L) of Oxone® (211.7 g, 344 mmol) is added dropwise at 0° C. to a solution of 2-methyl-sulfanyl-pyrimidine-4-carboxylic acid methyl ester, 12, (19 g,86.1 mmol) in 1:1 methanol/THF (1 L). The reaction solution is allowed to warm to room temperature and stir for 1.5 hours. The resulting suspension is partitioned between methylene chloride and water. The aqueous phase is made alkaline with the addition of NaOH and re extracted with solvent. The combined organic layers are dried, filtered, and concentrated in vacuo to afford 18.4 g of the desired product as a yellow oil.

後処理

  1. customThe resulting suspension is partitioned between methylene chloride and water
  2. additionwith the addition of NaOH and re
  3. extractionextracted with solvent
  4. customThe combined organic layers are dried
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-ee19468f27494275b23a4a2ad93219ad
出典データセット
uspto-grants-2003_05
特許番号
US06566357B1

関連ノート

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