Ammonium Chloride → Tert-butyl 3-amino-4-chlorobenzylcarbamate

HRID 1258624노트

반응식

HRID 1258624 반응식
[NH4+].[Cl-].[Cl:3][C:4]1[CH:18]=[CH:17][C:7]([CH2:8][NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:6][C:5]=1[N+:19]([O-])=O>[Fe].CCO>[NH2:19][C:5]1[CH:6]=[C:7]([CH:17]=[CH:18][C:4]=1[Cl:3])[CH2:8][NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:13])[CH3:14]

참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 22981312tert-Butyl 4-chloro-3-nitrobenzylcarbamate

생성물 1

HCID 22981266Tert-butyl 3-amino-4-chlorobenzylcarbamate

시약·촉매·용매 2

HCID 23925Iron촉매HCID 702Ethanol용매

반응 조건

온도
90 °C

실험 절차

Sat. aq. NH4Cl (50 mL) followed by iron powder (5.51 g, 98.7 mmol) were added at rt to a mixture of tert-butyl 4-chloro-3-nitrobenzylcarbamate (5.66 g, 19.7 mmol) and EtOH (50 mL). After stirring for 4 h at 80° C., 4 h at 90° C. and at rt overnight the reaction mixture was filtered through celite and washed with EtOAc. The aq. layer was extracted with EtOAc. The combined extracts were washed with brine, dried over Na2SO4 and concentrated to give the sub-title compound.

후처리

  1. filtrationwas filtered through celite
  2. washwashed with EtOAc
  3. extractionThe aq. layer was extracted with EtOAc
  4. washThe combined extracts were washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-cdd280aac7974714b5bfef5d93b39512
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466186B2

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