Hydroxyamine hydrochloride → 8-Bromo-5,6-difluoro-2,3-dihydrochromen-4-one oxime

HRID 1363195노트

반응식

HRID 1363195 반응식
[Br:1][C:2]1[CH:3]=[C:4]([F:14])[C:5]([F:13])=[C:6]2[C:11]=1[O:10][CH2:9][CH2:8][C:7]2=O.Cl.[NH2:16][OH:17].C([O-])(=O)C.[Na+]>C(O)C.CCOC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([F:14])[C:5]([F:13])=[C:6]2[C:11]=1[O:10][CH2:9][CH2:8][C:7]2=[N:16][OH:17]

참가 물질

6

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 669706288-Bromo-5,6-difluorochroman-4-one

생성물 1

HCID 866101588-Bromo-5,6-difluoro-2,3-dihydrochromen-4-one oxime수율 94.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 8-bromo-5,6-difluoro-2,3-dihydrochromen-4-one (7.2 mmol) in 40 mL of ethanol was added hydroxylamine hydrochloride (0.55 g, 7.9 mmol) and sodium acetate (0.65 g, 7.9 mmol). This mixture heated at reflux for 20 hrs. The mixture was cooled, diluted with EtOAc, washed with water and brine, and then dried over Na2SO4. Concentration of the solvent provided the title compound as a white solid (1.9 g). 1H NMR (300 MHz, 10% CD3OD in CDCl3): δ 7.3 (t, 1H), 4.2 (t, 2H), 2.9 (t, 2H).

후처리

  1. temperatureThis mixture heated
  2. temperatureat reflux for 20 hrs
  3. temperatureThe mixture was cooled
  4. washwashed with water and brine
  5. dry with materialdried over Na2SO4

출처 및 근거

ORD 기록
ord-4249289ae336456ca75101df126c97c7
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07884109B2

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