tert-Butyl hydrogen {2-[benzyl(methyl)amino]ethyl}carbonimidate → N-(tert-Butoxycarbonyl)-N'-methylethylenediamine

HRID 85369

반응식

HRID 85369 반응식
[CH2:1]([N:8](C)[CH2:9][CH2:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])C1C=CC=CC=1>[Pd].CO>[CH3:1][NH:8][CH2:9][CH2:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:16])([CH3:15])[CH3:17]

참가 물질

4

반응물 1

HCID 50999034tert-Butyl hydrogen {2-[benzyl(methyl)amino]ethyl}carbonimidate

생성물 1

HCID 3435744N-(tert-Butoxycarbonyl)-N'-methylethylenediamine수율 68.3%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A mixture of tert-butyl 2-(benzyl(methyl)amino)ethylcarbamate (1.20 g, 4.54 mmol), 10% Pd/C (0.90 g) and MeOH (60 mL) was stirred under a H2 atmosphere (0.8 MPa, RT, 16 h). The mixture was filtered and concentrated under reduced pressure. The crude material was purified by column chromatography on silica gel, eluting with saturated N3 in MeOH-DCM (0-10%) to afford tert-butyl 2-(methylamino)ethylcarbamate as a colorless oil (0.54 g, 68.3%). 1HNMR (CDCl3): δ 3.25 (m, 2H, CH2), 2.7 (m, 2H, CH2), 2.49 (s, 3H, CH3), 1.49 (s, 9H, CH3).

후처리

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated under reduced pressure
  3. customThe crude material was purified by column chromatography on silica gel
  4. washeluting with saturated N3 in MeOH-DCM (0-10%)

출처 및 근거

ORD 기록
ord-7f94609dbdc24017a2276af309511796
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846972B2

연결된 노트

불러오는 중…