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

HRID 493715노트

반응식

HRID 493715 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5852e06dda4b4208955b6388ca012799
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07534887B2

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