Water → Tert-butyl 2-(3-nitropyridin-4-yloxy)ethylcarbamate

HRID 69864노트

반응식

HRID 69864 반응식
[OH:1][CH2:2][CH2:3][NH:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8].[H-].[Na+].Cl[C:15]1[CH:20]=[CH:19][N:18]=[CH:17][C:16]=1[N+:21]([O-:23])=[O:22].O>C1COCC1>[N+:21]([C:16]1[CH:17]=[N:18][CH:19]=[CH:20][C:15]=1[O:1][CH2:2][CH2:3][NH:4][C:5](=[O:11])[O:6][C:7]([CH3:8])([CH3:10])[CH3:9])([O-:23])=[O:22]

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 2733206tert-butyl N-(2-hydroxyethyl)carbamateHCID 27357814-Chloro-3-nitropyridine

생성물 1

HCID 69047653Tert-butyl 2-(3-nitropyridin-4-yloxy)ethylcarbamate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a cooled solution (0° C.) of tert-butyl 2-hydroxyethylcarbamate (1.1 eq) in THF, NaH (1.3 eq) was added, stirred for 1 hr, and then 4-chloro-3-nitropyridine (1.0 eq) was added. The reaction mixture was stirred at RT overnight, poured into cold water, and extracted with EtOAc. Organic layer was dried over Na2CO3, filtered, and concentrated to yield tert-butyl 2-(3-nitropyridin-4-yloxy)ethylcarbamate. LCMS (m/z): 284.1 (MH+); LC Rt=2.09 min.

후처리

  1. stirringThe reaction mixture was stirred at RT overnight
  2. extractionextracted with EtOAc
  3. dry with materialOrganic layer was dried over Na2CO3
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-afb6c2f3f4194cc7956fbfdf80b47324
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822497B2

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