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Water → Tert-butyl 1-[3-(4-cyanophenoxy)propyl]-4-piperidinylcarbamate

HRID 1591653
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HRID 1591653 반응식
[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][CH2:23][CH2:24][O:25][C:26]1[CH:33]=[CH:32][C:29]([C:30]#[N:31])=[CH:28][CH:27]=1.O>CN(C)C=O.C(OCC)(=O)C>[C:30]([C:29]1[CH:32]=[CH:33][C:26]([O:25][CH2:24][CH2:23][CH2:22][N:12]2[CH2:11][CH2:10][CH:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:2])[CH3:3])[CH2:14][CH2:13]2)=[CH:27][CH:28]=1)#[N:31]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 7238334-(N-Boc-amino)piperidineHCID 10879224HCID 10879224, 화합물

생성물 1

HCID 23033957Tert-butyl 1-[3-(4-cyanophenoxy)propyl]-4-piperidinylcarbamate수율 82%

시약·촉매·용매 2

HCID 6228Dimethylformamide
용매
HCID 8857Ethyl Acetate용매

실험 절차

1.44 g of 4-tert-butoxycarbonylaminopiperidine was dissolved in 14 ml of N,N-dimethylformamide. Thereafter, 1.99 g of potassium carbonate and 1.87 g of 4-(3-bromopropoxy)benzonitrile were successively added to the above solution, followed by stirring at room temperature for 24 hours. Water and ethyl acetate were added to the reaction mixture, so that the organic layer was separated. The separated organic layer was washed with a saturated aqueous solution of sodium chloride, and then dried over anhydrous magnesium sulfate. Thereafter, the solvent was removed under a reduced pressure. The obtained solid was filtrated with a mixed solution consising of n-hexane and diisopropyl ether to obtain 2.12 g of tert-butyl 1-[3-(4-cyanophenoxy)propyl]-4-piperidinylcarbamate.

후처리

  1. customwas separated
  2. washThe separated organic layer was washed with a saturated aqueous solution of sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThereafter, the solvent was removed under a reduced pressure
  5. filtrationThe obtained solid was filtrated with a mixed solution consising of n-hexane and diisopropyl ether

출처 및 근거

ORD 기록
ord-34d304883b254b109aeb0a7cca8057da
출처 데이터셋
uspto-grants-2007_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07291617B2

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