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Methyl iodide → HCID 21093753, 화합물

HRID 1349945
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HRID 1349945 반응식
[O:1]=[C:2]1[NH:7][C:6]2[CH:8]=[CH:9][CH:10]=[C:11]([CH2:12][CH:13]3[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]3)[C:5]=2[O:4][CH2:3]1.[H-].[Na+].I[CH3:29]>CN(C)C=O>[CH3:29][N:7]1[C:6]2[CH:8]=[CH:9][CH:10]=[C:11]([CH2:12][CH:13]3[CH2:14][CH2:15][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:17][CH2:18]3)[C:5]=2[O:4][CH2:3][C:2]1=[O:1]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 21093752HCID 21093752, 화합물

생성물 1

HCID 21093753HCID 21093753, 화합물수율 97%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

A solution of tert-butyl 4-(3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-8-ylmethyl)piperidine-1-carboxylate (0.6 g, 1.73 mmol) in anhydrous N,N-dimethylformamide (1 mL), was added dropwise to a stirred suspension of sodium hydride (60%) (0.08 g) in anhydrous N,N-dimethylformamide (12 mL) at 0° C. Stirring was continued for a further 20 mins. before iodomethane (0.5 g) in anhydrous N,N-dimethylformamide (1 mL) was added. The mixture was allowed to stir at room temperature for 4 hours. It was quenched with saturated ammonium chloride (20 mL) and extracted with diethyl ether (100 mL). The organic layer was dried (Na2SO4) and evaporated in vacuo to give a crude oil. Silica gel chromatography eluting with ethyl acetate in hexane (10–20%) gave the title compound as a solid (0.6 g, 97%).

후처리

  1. stirringto stir at room temperature for 4 hours
  2. customIt was quenched with saturated ammonium chloride (20 mL)
  3. extractionextracted with diethyl ether (100 mL)
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. customevaporated in vacuo
  6. customto give a crude oil
  7. washSilica gel chromatography eluting with ethyl acetate in hexane (10–20%)

출처 및 근거

ORD 기록
ord-ead3c7fda41f4225bd651661312930dc
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07214674B2

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