Chromanone → 4H-1-Benzopyran-4-one, 2,3-dihydro-, oxime

HRID 32068

反応式

HRID 32068 の反応式
[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=O)[CH2:3][CH2:2]1.Cl.[NH2:13][OH:14].CC([O-])=O.[Na+]>CCO.O>[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[N:13][OH:14])[CH2:3][CH2:2]1

参加物

6

反応物 3

HCID 68110ChromanoneHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

生成物 1

HCID 44866984H-1-Benzopyran-4-one, 2,3-dihydro-, oxime

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a mixture of 4-chromanone (10.00 g, 67.50 mmol) and hydroxylamine hydrochloride (7.04 g, 101 mmol) in EtOH (100 mL) was added a solution of NaOAc (16.61 g, 202.5 mmol) in H2O (30 mL). The reaction was heated to reflux for 2 h. The mixture was cooled to RT and concentrated in vacuo. The residue was diluted with H2O and acidified with 1 N HCl. The aqueous was extracted with EtOAc until tlc analysis showed no evidence of title compound in the aqueous layer. The combined organics were dried with MgSO4 and concentrated in vacuo to furnish the crude title compound which was used without further purification. MS (APCI pos) 164 (M+H).

後処理

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 2 h
  3. concentrationconcentrated in vacuo
  4. additionThe residue was diluted with H2O
  5. extractionThe aqueous was extracted with EtOAc until tlc analysis
  6. dry with materialThe combined organics were dried with MgSO4
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d939d55344c149f7b163e9b26ddc39d4
出典データセット
uspto-grants-2008_09
特許番号
US07425631B2

関連ノート

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