5,5-Dibromobarbituric acid → Tert-butyl 4-(2-bromo-3-oxopropyl)piperidine-1-carboxylate

HRID 493715ノート

反応式

HRID 493715 の反応式
[O:1]=[CH:2][CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1.[Br:18]C1(Br)C(=O)NC(=O)NC1=O>C(OCC)C>[Br:18][CH:3]([CH:2]=[O:1])[CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1

参加物

4

反応物 2

HCID 948775,5-Dibromobarbituric acidHCID 10657745Tert-butyl 4-(3-oxopropyl)piperidine-1-carboxylate

生成物 1

HCID 23131015Tert-butyl 4-(2-bromo-3-oxopropyl)piperidine-1-carboxylate収率 167%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To a solution of tert-butyl 4-(3-oxopropyl)piperidine-1-carboxylate (Wityak J., et al., J. Med. Chem., 40, p. 50 (1997): 27.6 g) in diethyl ether was added dibromobarbituric acid (17.0 g), and the mixture was mixed for 12 hours. The insolubles were filtered off, and the filtrate was diluted with diethyl ether, sequentially washed with a saturated aqueous sodium bicarbonate solution and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off to give the title compound (31.8 g) as a pale yellow viscous oily matter.

後処理

  1. additionthe mixture was mixed for 12 hours
  2. filtrationThe insolubles were filtered off
  3. additionthe filtrate was diluted with diethyl ether
  4. washsequentially washed with a saturated aqueous sodium bicarbonate solution and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off

出典と根拠

ORDレコード
ord-5852e06dda4b4208955b6388ca012799
出典データセット
uspto-grants-2009_05
特許番号
US07534887B2

反応ノート

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