1,4-Dioxa-10-azadispiro[4.2.4^{8}.2^{5}]tetradecan-11-one → 2-Azaspiro[4.5]decane-3,8-dione

HRID 1505692노트

반응식

HRID 1505692 반응식
O1[C:5]2([CH2:15][CH2:14][C:8]3([CH2:12][C:11](=[O:13])[NH:10][CH2:9]3)[CH2:7][CH2:6]2)[O:4]CC1>Cl>[CH2:9]1[C:8]2([CH2:7][CH2:6][C:5](=[O:4])[CH2:15][CH2:14]2)[CH2:12][C:11](=[O:13])[NH:10]1

참가 물질

3

반응물 1

HCID 577954141,4-Dioxa-10-azadispiro[4.2.4^{8}.2^{5}]tetradecan-11-one

생성물 1

HCID 577955102-Azaspiro[4.5]decane-3,8-dione수율 92%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

A solution of 1,4-dioxa-10-azadispiro[4.2.4.2]tetradecan-11-one (10.5 g, 49.8 mmol) in aq.HCl (2N, 20 mL) was stirred at RT for 2 h. The reaction mixture was then concentrated under reduced pressure and diluted with water. It was extracted with ethyl acetate (Three times) and the combined organic phases were washed with water, brine, dried over sodium sulfate, filtered and concentrated. Purification by flash chromatography on silica (Pet.Ether:EtOAc) afforded the title compound as a white solid (7.5 g, 92%). 1H NMR (400 MHz, DMSO-d6) δ 7.58 (m, 1H), 3.15-3.15 (s, 2H), 2.30 (s, 4H), 2.28-2.25 (m, 2H), 1.82-1.79 (m, 4H).

후처리

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. additiondiluted with water
  3. extractionIt was extracted with ethyl acetate (Three times)
  4. washthe combined organic phases were washed with water, brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customPurification by flash chromatography on silica (Pet.Ether:EtOAc)

출처 및 근거

ORD 기록
ord-4efee3957e73407a92baf910e807ce65
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09216991B2

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