Ethanol → N-[(2R,6S)-2,6-Dimethylcyclohexylidene]hydroxylamine

HRID 14576

反応式

HRID 14576 の反応式
C(O)C.[CH3:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH:7]([CH3:11])[C:6]1=O.Cl.[NH2:14][OH:15]>N1C=CC=CC=1>[CH3:4][C@H:5]1[CH2:10][CH2:9][CH2:8][C@@H:7]([CH3:11])[C:6]1=[N:14][OH:15].[CH3:4][C@H:5]1[CH2:10][CH2:9][CH2:8][C@H:7]([CH3:11])[C:6]1=[N:14][OH:15]

参加物

6

反応物 3

HCID 702EthanolHCID 177802,6-DimethylcyclohexanoneHCID 443297Hydroxyamine hydrochloride

生成物 2

HCID 21723229N-[(2R,6S)-2,6-Dimethylcyclohexylidene]hydroxylamineHCID 40531046trans-2,6-Dimethylcyclohexanone oxime

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Into 80 ml of ethanol were suspended 5 g of 2,6-dimethylcyclohexanone and 5.51 g of hydroxylamine hydrochloride, 9.4 g of pyridine was added dropwise at 0° C., and the mixture was stirred for 4 hours at room temperature. The reaction mixture was concentrated, water was added to the residue, the mixture was extracted with ethyl acetate three times. The organic layers were washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 3.1 g of cis-2,6-dimethyl cyclohexanone oxime and 1.3 g of trans-2,6-dimethylcyclohexanone oxime.

後処理

  1. additionwas added dropwise at 0° C.
  2. concentrationThe reaction mixture was concentrated
  3. additionwater was added to the residue
  4. extractionthe mixture was extracted with ethyl acetate three times
  5. washThe organic layers were washed with a saturated sodium chloride aqueous solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-e742dbdacff14c6285a65621bf602095
出典データセット
uspto-grants-2010_06
特許番号
US07732448B2

関連ノート

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