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Ethanol → 8-Methoxy-8-(methoxymethyl)-1,3-diazaspiro[4.5]decane-2,4-dione

HRID 922123
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HRID 922123 반응식
[C:1](=[O:4])([O-])[O-].[NH4+:5].[NH4+:6].[C-]#N.[Na+].[CH3:10][O:11][C:12]1([CH2:19][O:20][CH3:21])[CH2:17][CH2:16][C:15](=O)[CH2:14][CH2:13]1.[CH2:22]([OH:24])C>O>[CH3:10][O:11][C:12]1([CH2:19][O:20][CH3:21])[CH2:17][CH2:16][C:15]2([NH:6][C:22](=[O:24])[NH:5][C:1]2=[O:4])[CH2:14][CH2:13]1
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참가 물질

6

반응물 4

HCID 702EthanolHCID 8929Sodium CyanideHCID 517111Ammonium CarbonateHCID 857431314-Methoxy-4-(methoxymethyl)cyclohexanone

생성물 1

HCID 712462848-Methoxy-8-(methoxymethyl)-1,3-diazaspiro[4.5]decane-2,4-dione

시약·촉매·용매 1

HCID 962Water용매

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온도
60 °C

실험 절차

5.74 g (59.7 mmol) of ammonium carbonate and 1.46 g (29.8 mmol) of sodium cyanide were dissolved in 33 ml of water. 2.57 g (14.9 mmol) of a solution of the compound from Example 12A in 33 ml of ethanol were added dropwise at room temperature and the mixture was stirred at 60° C. overnight. The reaction mixture was concentrated to a quarter of its original volume and extracted repeatedly with dichloromethane and ethyl acetate, and the organic phases were dried over sodium sulphate, filtered and concentrated. This gave 675 mg (19% of theory) of the title compound as a diastereomer mixture which was reacted without further purification.

후처리

  1. concentrationThe reaction mixture was concentrated to a quarter of its original volume
  2. extractionextracted repeatedly with dichloromethane and ethyl acetate
  3. dry with materialthe organic phases were dried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThis gave 675 mg (19% of theory) of the title compound as a diastereomer mixture which was reacted without further purification

출처 및 근거

ORD 기록
ord-80270b3e310c4d45b6463f212a65ab41
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09278925B2

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