Sodium Carbonate → (R)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oxime

HRID 1511138ノート

反応式

HRID 1511138 の反応式
[CH3:1][C:2]1([CH3:10])[O:6][C@H:5]([C:7](=O)C)[CH2:4][O:3]1.Cl.[NH2:12][OH:13].C([O-])([O-])=O.[Na+].[Na+]>C1COCC1>[CH3:1][C:2]1([CH3:10])[O:6][C@H:5]([CH:7]=[N:12][OH:13])[CH2:4][O:3]1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 188603Ethanone, 1-(2,2-dimethyl-1,3-dioxolan-4-yl)-, (S)-HCID 443297Hydroxyamine hydrochloride

生成物 1

HCID 86644159(R)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oxime収率 97.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of (S)-1-(2,2-dimethyl-1,3-dioxolan-4-yl)ethanone (10.5 g, 72.8 mmol) in 150 (mL) THF: 60 mL was added hydroxylamine hydrochloride (5.06 g, 72.8 mmol), and the reaction was stirred for 20 minutes. Na2CO3 (3.78 g, 35.7 mmol) was added and the reaction was stirred overnight. The reaction was extracted with ethyl acetate, washed with water and brine, dried over MgSO4, filtered and concentrated to afford (R)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oxime (10.3 g, 71.0 mmol, 97.4% yield).

後処理

  1. stirringthe reaction was stirred overnight
  2. extractionThe reaction was extracted with ethyl acetate
  3. washwashed with water and brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-c71e3e1b921f4e27b3934633b83a8eee
出典データセット
uspto-grants-2012_07
特許番号
US08212045B2

反応ノート

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