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

HRID 69864ノート

反応式

HRID 69864 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-afb6c2f3f4194cc7956fbfdf80b47324
出典データセット
uspto-grants-2014_09
特許番号
US08822497B2

反応ノート

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