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

HRID 1258624ノート

反応式

HRID 1258624 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 702Ethanol溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cdd280aac7974714b5bfef5d93b39512
出典データセット
uspto-grants-2013_06
特許番号
US08466186B2

反応ノート

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