Diethylamine → HCID 53705050, 화합물

HRID 2097633노트

반응식

HRID 2097633 반응식
[CH3:1][O:2][CH2:3][C:4](=[O:10])[CH2:5][C:6]([O:8][CH3:9])=[O:7].C1(C)C=CC(S([N:20]=[N+:21]=[N-])(=O)=O)=CC=1.C(NCC)C>CCOCC>[N+:20](=[C:5]([C:4](=[O:10])[CH2:3][O:2][CH3:1])[C:6]([O:8][CH3:9])=[O:7])=[N-:21]

참가 물질

5

반응물 3

HCID 8021DiethylamineHCID 13661p-Toluenesulfonyl azideHCID 123500Methyl 4-methoxyacetoacetate

생성물 1

HCID 53705050HCID 53705050, 화합물수율 90.1%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
0 °C

실험 절차

Methyl 4-methoxy-3-oxobutanoate (4.28 g, 0.029 mol) was dissolved in ether (20 mL). The solution was cooled in an ice bath. To the solution was added p-toluenesulfonyl azide (5.78 g, 0.029 mol) followed by N-ethylethanamine (2.0 mL, 0.019 mol). The solution was stirred at 0° C. for 15 minutes, then at rt for 30 minutes. Upon evaporation, the tosyl amide bi-product solidified. This was filtered off and the filtrate was purified by flash chromatography to give the desired product (4.5 g, 89%) as a light oil. 1H NMR (400 MHz, CDCl3): δ 4.55 (s, 2H), 3.83 (s, 3H), 3.45 (s, 3H). MF═C6H8N2O4. LCMS calculated for C6H9N2O4 (M+H)+: m/z=173.0.

후처리

  1. temperatureThe solution was cooled in an ice bath
  2. waitat rt for 30 minutes
  3. customUpon evaporation
  4. filtrationThis was filtered off
  5. customthe filtrate was purified by flash chromatography

출처 및 근거

ORD 기록
ord-46d4572737c849989963b7d4225aaf21
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08450351B2

반응 노트

불러오는 중…