Ethyl Acetate → tert-Butyl [4-(piperazin-1-yl)phenyl]carbamate

HRID 1267122ノート

反応式

HRID 1267122 の反応式
[C:1]([O:5][C:6](=[O:27])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH2:19][CH2:18][N:17](CC3C=CC=CC=3)[CH2:16][CH2:15]2)=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].CCOC(C)=O>CCO.[Pd]>[C:1]([O:5][C:6](=[O:27])[NH:7][C:8]1[CH:9]=[CH:10][C:11]([N:14]2[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]2)=[CH:12][CH:13]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 2

HCID 8857Ethyl AcetateHCID 54469150Carbamic acid, [4-[4-(phenylmethyl)-1-piperazinyl]phenyl]-, 1,1-dimethylethyl ester

生成物 1

HCID 16244582tert-Butyl [4-(piperazin-1-yl)phenyl]carbamate収率 53.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A solution of [4-(4-benzyl-piperazine-1-yl)-phenyl)-carbamic acid tert-butyl ester (43.5 g) in EtOH (1 L) containing Pd/C 10% (4 g) was hydrogenated at room temperature. After 72 hours, the catalyst was removed by filtration and the filtrate was evaporated under reduced pressure. The oily residue was then purified by flash chromatography eluting with AcOEt/isopropylamine (90/10) and the solid obtained was recristallized from AcOEt to give the title compound (17.5 g) as white crystals.

後処理

  1. customwas hydrogenated at room temperature
  2. customthe catalyst was removed by filtration
  3. customthe filtrate was evaporated under reduced pressure
  4. customThe oily residue was then purified by flash chromatography
  5. washeluting with AcOEt/isopropylamine (90/10)
  6. customthe solid obtained

出典と根拠

ORDレコード
ord-e3e906b355324618b7b5f0b8b358330b
出典データセット
uspto-grants-2003_04
特許番号
US06552022B1

反応ノート

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