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

HRID 1363195ノート

反応式

HRID 1363195 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-4249289ae336456ca75101df126c97c7
出典データセット
uspto-grants-2011_02
特許番号
US07884109B2

反応ノート

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