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

HRID 32068

반응식

HRID 32068 반응식
[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

참가 물질

6

반응물 3

HCID 68110ChromanoneHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-d939d55344c149f7b163e9b26ddc39d4
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425631B2

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