Hydroxyamine hydrochloride → HCID 135961542、化合物

HRID 2353386ノート

反応式

HRID 2353386 の反応式
[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5](/[C:9](/[C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)=[N:10]\NC(OC(C)(C)C)=O)=[C:4]([F:25])[CH:3]=1.Cl.NO.C([O-])(=[O:31])C.[Na+]>C(O)C.O>[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)=[N:10][OH:31])=[C:4]([F:25])[CH:3]=1

参加物

6

反応物 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 145724999HCID 145724999、化合物2 回

生成物 1

HCID 135961542HCID 135961542、化合物収率 114.1%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A solution of Z/E 1-(4-bromo-2,5-difluorophenyl)-1-(4-pyridinyl)methanimine (Intermediate 1, 150 mg) in ethanol (2 ml) was treated with a solution of hydroxylamine hydrochloride (44 mg) and sodium acetate (50 mg) in water (0.4 ml) then stirred at reflux for 2 h. The ethanol was removed under vacuum and the residue was partitioned between water and ethyl acetate. The aqueous layer was re-extracted with ethyl acetate and the combined organic extracts were washed with brine, dried (sodium sulfate) and concentrated under vacuum. The residue was purified on an SPE cartridge (silica, 2 g) eluting with cyclohexane/ethyl acetate (4:1 to 1:1) to give the title compound as a white foam (130 mg).

後処理

  1. temperatureat reflux for 2 h
  2. customThe ethanol was removed under vacuum
  3. customthe residue was partitioned between water and ethyl acetate
  4. extractionThe aqueous layer was re-extracted with ethyl acetate
  5. washthe combined organic extracts were washed with brine
  6. dry with materialdried (sodium sulfate)
  7. concentrationconcentrated under vacuum
  8. customThe residue was purified on an SPE cartridge (silica, 2 g)
  9. washeluting with cyclohexane/ethyl acetate (4:1 to 1:1)

出典と根拠

ORDレコード
ord-079580893551434a8e377b673dc9e15c
出典データセット
uspto-grants-2010_07
特許番号
US07750026B2

反応ノート

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