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

HRID 423167

반응식

HRID 423167 반응식
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([CH3:8])[C:3]1=O.Cl.[NH2:11][OH:12].C(O)C>N1C=CC=CC=1>[CH3:1][C@H:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]([CH3:8])[C:3]1=[N:11][OH:12].[CH3:1][C@H:2]1[CH2:7][CH2:6][CH2:5][C@H:4]([CH3:8])[C:3]1=[N:11][OH:12]

참가 물질

6

반응물 3

HCID 702EthanolHCID 177802,6-DimethylcyclohexanoneHCID 443297Hydroxyamine hydrochloride

생성물 2

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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

후처리

  1. concentrationthe reaction mixture was concentrated
  2. additionWater was added to the residue
  3. extractionextracted with ethyl acetate three times
  4. washwashed with saturated aqueous solution of sodium chloride
  5. dry with materialdried with anhydrous magnesium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-632e3ea77dfc479bbd2fd58a8a6cd439
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101753B2

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