Potassium Carbonate → Methyl (+/-)-2-(4,6-dimethoxy-2-pyrimidinyloxy)-3,3-dimethylbutanoate

HRID 357483ノート

反応式

HRID 357483 の反応式
Cl[C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([O:10][CH3:11])[N:3]=1.[OH:12][CH:13]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:14]([O:16][CH3:17])=[O:15].CS([O-])=O.[Na+].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:11][O:10][C:4]1[CH:5]=[C:6]([O:8][CH3:9])[N:7]=[C:2]([O:12][CH:13]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:14]([O:16][CH3:17])=[O:15])[N:3]=1

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 2733271Sodium methanesulfinateHCID 51523232-Chloro-4,6-dimethoxypyrimidineHCID 9855510Methyl 2-hydroxy-3,3-dimethylbutanoate

生成物 1

HCID 11011508Methyl (+/-)-2-(4,6-dimethoxy-2-pyrimidinyloxy)-3,3-dimethylbutanoate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

4.38 g (25 mmol) of 2-chloro-4,6-dimethoxypyrimidine, 3.90 g (25 mmol) of methyl (+/-)-2-hydroxy-3,3-dimethylbutanoate and 0.66 g (6.3 mmol) of sodium methanesulfinate were heated in the presence of 5.17 g (37.5 mmol) of potassium carbonate in 25 ml of N,N-dimethylformamide to 120° C. with stirring. After 2 hours, the solvent was removed in a rotary evaporator at 70° C./20 mbar. The residue was taken up in 30 ml of water and 30 ml of dichloromethane. After the organic phase had been separated off, the aqueous phase was again extracted with 20 ml of dichloromethane. The combined organic phases was washed with water, dried over magnesium sulfate and evaporated. The title product was obtained in a yield of 5.93 g (82.7 percent of theory) in the form of pale yellowish crystals (GC content 99.2 percent). The melting point of the title compound was 104.4° to 107.0° C. Other data concerning the title compound was:

後処理

  1. customthe solvent was removed in a rotary evaporator at 70° C./20 mbar
  2. customAfter the organic phase had been separated off
  3. extractionthe aqueous phase was again extracted with 20 ml of dichloromethane
  4. washThe combined organic phases was washed with water
  5. dry with materialdried over magnesium sulfate
  6. customevaporated

出典と根拠

ORDレコード
ord-0aa0f76c00a347b0931123f74ba51c56
出典データセット
uspto-grants-1998_11
特許番号
US05840892

反応ノート

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