2-Methylpropylenediamine → tert-butyl N-(2-amino-2-methylpropyl)carbamate

HRID 1631337ノート

反応式

HRID 1631337 の反応式
[C:1](=[O:14])(OC1C=CC=CC=1)[O:2][C:3]([CH3:6])([CH3:5])[CH3:4].[CH3:15][C:16]([NH2:20])([CH3:19])[CH2:17][NH2:18]>CCO>[NH2:20][C:16]([CH3:19])([CH3:15])[CH2:17][NH:18][C:1](=[O:14])[O:2][C:3]([CH3:4])([CH3:5])[CH3:6]

参加物

4

反応物 2

HCID 131282-MethylpropylenediamineHCID 81113Carbonic acid, 1,1-dimethylethyl phenyl ester

生成物 1

HCID 17909918tert-butyl N-(2-amino-2-methylpropyl)carbamate収率 37%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Tert-butyl phenyl carbonate (0.421 mL, 2.270 mmol) was added to a solution of 2-methylpropane-1,2-diamine (200 mg, 2.270 mmol) in EtOH (4.5 mL) and the reaction mixture was heated at reflux overnight. The mixture was concentrated and the residue diluted in water. The mixture was acidified with 2N HCl to pH 4 and washed with DCM. The aqueous layer was treated with 1M NaOH (2 mL) and extracted with DCM. The combined organic layers were dried with MgSO4, filtered and concentrated to afford tert-butyl 2-amino-2-methylpropylcarbamate (158 mg, 37% yield) as a colorless oil. MS (apci) m/z=188.9 (M+H).

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux overnight
  3. concentrationThe mixture was concentrated
  4. additionthe residue diluted in water
  5. washwashed with DCM
  6. additionThe aqueous layer was treated with 1M NaOH (2 mL)
  7. extractionextracted with DCM
  8. dry with materialThe combined organic layers were dried with MgSO4
  9. filtrationfiltered
  10. concentrationconcentrated

出典と根拠

ORDレコード
ord-726b54bff79443adbf9eaa8a97073f20
出典データセット
uspto-grants-2014_07
特許番号
US08791123B2

反応ノート

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