Acetone → 1-Boc-4-isopropylpiperazine

HRID 58191

反応式

HRID 58191 の反応式
[C:1]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C(N1CCN([C:22]2[CH:23]=CC([N+]([O-])=O)=C(N)[CH:27]=2)CC1)C.CC(C)=O.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>O.C(O)(=O)C.C(Cl)Cl>[CH:22]([N:11]1[CH2:10][CH2:9][N:8]([C:1]([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2])[CH2:13][CH2:12]1)([CH3:23])[CH3:27]

参加物

8

反応物 4

HCID 180AcetoneHCID 143452tert-Butyl piperazine-1-carboxylateHCID 5049666Sodium triacetoxyborohydrideHCID 598459045-(4-Ethylpiperazin-1-yl)-2-nitroaniline

生成物 1

HCID 105613521-Boc-4-isopropylpiperazine

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

Boc piperizine, 1 (10 g, 53.76 mmol) and acetone (4 mL) was taken in a mixture of dry DCM (100 mL) and acetic acid (3.2 mL). Stirred at room temperature for 20 min. Added Na(OAc)3BH (17 g, 80.2 mmol) and stirring continued at room temperature for 12 hr. The reaction mixture was diluted with water, extracted with ethyl acetate (3×25 mL). The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated under vacuum to get crude title compound (13 g, crude). MS (ESI): 229.2 [M+H]+.

後処理

  1. waitcontinued at room temperature for 12 hr
  2. extractionextracted with ethyl acetate (3×25 mL)
  3. washThe organic layer was washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-8cdb9919f49d4d87862b635031fe59b5
出典データセット
uspto-grants-2016_09
特許番号
US09434697B2

関連ノート

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