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Dimethylformamide → 8-(Pyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane

HRID 580041
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HRID 580041 반응식
Cl[C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[O:8]1[C:12]2([CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[O:11][CH2:10][CH2:9]1.C([O-])([O-])=O.[K+].[K+].CN(C)C=O>O.CCOCC>[N:3]1[CH:4]=[CH:5][CH:6]=[N:7][C:2]=1[N:15]1[CH2:16][CH2:17][C:12]2([O:11][CH2:10][CH2:9][O:8]2)[CH2:13][CH2:14]1
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참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 674351,4-Dioxa-8-azaspiro(4.5)decaneHCID 744042-Chloropyrimidine

생성물 1

HCID 141563938-(Pyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane수율 48%

시약·촉매·용매 2

HCID 962Water용매
HCID 3283Diethyl Ether용매

실험 절차

A mixture of 10 g (0.0873 mol) of 2-chloropyrimidine, 38 g (0.2654 mol) of 1,4-dioxa-8-azaspiro[4.5]decane, 18 g (0.130 mol) of K2CO3, and 100 ml of dimethylformamide is stirred at 100°-110° C. for 4 days. The reaction mixture is allowed to cool to ambient temperature, diluted with water and extracted with ethyl acetate. The combined organic extracts are washed copiously with water, then brine, dried over Na2SO4, and concentrated in vacuo to give a waxy solid. Trituration with ether furnishes 9.25 g (48%) of title compound: IR (KBr) 1670 and 1585 cm-1 ; NMR (CDCl3) δ8.30 (t, 1H), 6.46 (d, 2H), 4.02 (s, 4H), 3.98-3.88 (m, 4H), and 1.90-1.66 (m, 4H).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe combined organic extracts are washed copiously with water
  3. dry with materialbrine, dried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customto give a waxy solid

출처 및 근거

ORD 기록
ord-023842a0d5064c2cbc4c52580802d3e2
출처 데이터셋
uspto-grants-1988_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04751305

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