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

HRID 85369

反応式

HRID 85369 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

HCID 3435744N-(tert-Butoxycarbonyl)-N'-methylethylenediamine収率 68.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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).

後処理

  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%)

出典と根拠

ORDレコード
ord-7f94609dbdc24017a2276af309511796
出典データセット
uspto-grants-2014_09
特許番号
US08846972B2

関連ノート

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