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

HRID 1591653
ノート
印刷プレビュー

反応式

HRID 1591653 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 7238334-(N-Boc-amino)piperidineHCID 10879224HCID 10879224、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-34d304883b254b109aeb0a7cca8057da
出典データセット
uspto-grants-2007_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07291617B2

反応ノート

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