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

HRID 922123
ノート
印刷プレビュー

反応式

HRID 922123 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-80270b3e310c4d45b6463f212a65ab41
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09278925B2

反応ノート

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