Sodium Carbonate → N-(4,4-dimethylcyclohexylidene)hydroxylamine

HRID 70264

反応式

HRID 70264 の反応式
[CH3:1][C:2]1([CH3:9])[CH2:7][CH2:6][C:5](=O)[CH2:4][CH2:3]1.Cl.[NH2:11][OH:12].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C.O>[CH3:1][C:2]1([CH3:9])[CH2:7][CH2:6][C:5](=[N:11][OH:12])[CH2:4][CH2:3]1

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 138166Cyclohexanone, 4,4-dimethyl-HCID 443297Hydroxyamine hydrochloride

生成物 1

HCID 279448N-(4,4-dimethylcyclohexylidene)hydroxylamine

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

実験手順

To a solution of 4,4-dimethylcyclohexanone (3.0 g, 0.024 mole) and hydroxylamine hydrochloride (2.2 g, 0.031 mole) in ethanol (15 mL) and water (20 mL) at room temperature was added a solution of sodium carbonate (3.3 g, 0.031 mol) in water (10 mL), dropwise. The mixture was heated under reflux for 3 hr, cooled to room temperature and ethanol was removed in vacuo. The aqueous residue was extracted several times with ethyl acetate, combined extracts were dried over MgSO4 and concentrated in vacuo affording the title compound as a white solid, used without further purification. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.93 (s, 6H), 1.28 (t, J=6.6 Hz, 2H), 1.35 (t, J=6.6 Hz, 2H), 2.11 (t, J=6.6 Hz, 2H), 2.36 (t, J=6.6 Hz, 2H), 10.12 (s, 1H).

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 3 hr
  3. customethanol was removed in vacuo
  4. extractionThe aqueous residue was extracted several times with ethyl acetate
  5. dry with materialwere dried over MgSO4
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-2eba63eb1ca0470a8cad370fcf89704b
出典データセット
uspto-grants-2014_09
特許番号
US08822518B2

関連ノート

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