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

HRID 1631337노트

반응식

HRID 1631337 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-726b54bff79443adbf9eaa8a97073f20
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08791123B2

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