1,4-Dioxa-8-azaspiro(4.5)decane → HCID 22220290, 화합물

HRID 1794844노트

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HRID 1794844 반응식
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[O:11]1[C:15]2([CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[O:14][CH2:13][CH2:12]1>N1C=CC=CC=1.O>[N+:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[N:18]1[CH2:19][CH2:20][C:15]2([O:14][CH2:13][CH2:12][O:11]2)[CH2:16][CH2:17]1)([O-:10])=[O:9]

참가 물질

5

반응물 2

HCID 674351,4-Dioxa-8-azaspiro(4.5)decaneHCID 738951-Fluoro-2-nitrobenzene

생성물 1

HCID 22220290HCID 22220290, 화합물수율 81.3%

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

실험 절차

A solution of 2-fluoronitrobenzene (10 g, 70.9 mmol) and 1,4-dioxa-8-aza-spiro[4.5]decane (10 g, 69.8 mmol) in pyridine (70 mL) was heated at 70° C. for 1 day, diluted with water, and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried with sodium sulfate, and filtered. The solvent was removed under reduced pressure to give the title compound (15 g) as a red oil; 1H NMR (300 MHz, CDCl3) δ 1.88 (t, J=5.6 Hz, 4 H), 3.16 (t, J=5.6 Hz, 4 H), 4.00 (s, 4 H), 7.03 (dd, J=8.2, 8.2 Hz, 2 H), 7.17 (d, J=8.2 Hz, 2 H), 7.40 (ddd, J=8.2, 8.2, 1.7 Hz, 1 H), 7.77(dd, J=8.4, 1.7 Hz, 1 H); MS (ES) m/z: 265.1 (MH+); HRMS Calcd. for C13H17N2O4(MH+): 265.1188. Found: 265.1164.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried with sodium sulfate
  4. filtrationfiltered
  5. customThe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-51b0708ce1c64db19021c6c5f2f583f7
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07022716B2

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