Water → Tert-butyl 4-(1-methoxy-1-methylethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

HRID 1162309노트

반응식

HRID 1162309 반응식
[OH:1][C:2]([CH:5]1[CH2:9][O:8][C:7]([CH3:11])([CH3:10])[N:6]1[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])([CH3:4])[CH3:3].[CH3:19]I.[H-].[Na+].O>CN(C)C=O>[CH3:19][O:1][C:2]([CH:5]1[CH2:9][O:8][C:7]([CH3:10])([CH3:11])[N:6]1[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])([CH3:4])[CH3:3]

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 23138373tert-Butyl 4-(1-hydroxy-1-methylethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

생성물 1

HCID 23138231Tert-butyl 4-(1-methoxy-1-methylethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate수율 95%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

tert-Butyl 4-(1-hydroxy-1-methylethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (Y. Yonezaw et al., Synthesis, 634-636 (2000); 2.6 g) and methyl iodide (1.2 ml) were dissolved in dimethylformamide (20 ml). Sodium hydride (0.59 g) and n-tetrabutyl iodide ammonium (0.72 g) were added thereto at 0° C., and mixed at room temperature for 2.5 days. To the reaction mixture was added water, and extracted with diethyl ether. The extract was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain the title compound as a pale yellow oil (2.5 g, 95%).

후처리

  1. additionat 0° C., and mixed at room temperature for 2.5 days
  2. extractionextracted with diethyl ether
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-da73497ab5b44b118937888734e42696
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07820673B2

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