Acetoin → (+/-)-3-(4,6-Dimethoxy-2-pyrimidinyloxy)-2-butanone

HRID 357484

반응식

HRID 357484 반응식
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]([CH3:17])[C:14](=[O:16])[CH3:15].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:16][CH:14]([CH3:15])[C:13](=[O:12])[CH3:17])[N:3]=1

참가 물질

6

반응물 4

HCID 179AcetoinHCID 11430Potassium CarbonateHCID 2733271Sodium methanesulfinateHCID 51523232-Chloro-4,6-dimethoxypyrimidine

생성물 1

HCID 15526619(+/-)-3-(4,6-Dimethoxy-2-pyrimidinyloxy)-2-butanone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4.38 g (25 mmol) of 2-chloro-4,6-dimethoxypyrimidine, 2.31 g (26.2 mmol) of 3-hydroxy-2-oxobutane 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 3 hours, the solvent was removed in a rotary evaporator at 70° C./20 mbar. The residue was purified by chromatography on a silica gel column (eluent hexane/ethyl acetate 4:1). The title product was obtained from the product fraction in the form of a pale yellowish oil in a yield of 4.58 g (80.4 percent of theory) (GC content 99 percent). Other data concerning the title compound was:

후처리

  1. customthe solvent was removed in a rotary evaporator at 70° C./20 mbar
  2. customThe residue was purified by chromatography on a silica gel column (eluent hexane/ethyl acetate 4:1)

출처 및 근거

ORD 기록
ord-7528507575514fc1b1849363e5f6023b
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840892

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