Hydroxyamine hydrochloride → HCID 87294070、化合物

HRID 1506438

反応式

HRID 1506438 の反応式
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[C:4]([O:10][CH2:11][C:12]#[C:13][C:14]2[C:18]([C:19]([F:22])([F:21])[F:20])=[C:17]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[O:16][N:15]=2)[CH:3]=1.Cl.[NH2:30][OH:31].C([O-])(=O)C.[Na+]>CO>[Br:1][C:2]1[CH:9]=[CH:8][C:5](/[CH:6]=[N:30]/[OH:31])=[C:4]([O:10][CH2:11][C:12]#[C:13][C:14]2[C:18]([C:19]([F:21])([F:20])[F:22])=[C:17]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[O:16][N:15]=2)[CH:3]=1

参加物

5

反応物 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 866699074-Bromo-2-(3-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)prop-2-ynyloxy)benzaldehyde

生成物 1

HCID 87294070HCID 87294070、化合物収率 97%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 4-bromo-2-(3-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)prop-2-ynyloxy)benzaldehyde (Preparation 62D, 0.050 g, 0.111 mmol), hydroxylamine hydrochloride (9.26 mg, 0.133 mmol), and sodium acetate (0.018 g, 0.222 mmol) in methanol (2.0 mL) was heated at reflux for 30 min. The solvent was removed under reduce pressure, and the residue was diluted with dichloromethane, washed with water, and dried over anhydrous sodium sulfate. Concentration under reduced pressure afforded (E)-4-bromo-2-(3-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)prop-2-ynyloxy)benzaldehyde oxime (0.050 g, 0.107 mmol, 97% yield) as a white solid. The product had an HPLC with a ret. time=3.26 min.−Column: Chromolith SpeedROD 4.6×50 mm (4 min.); Solvent A=10% MeOH, 90% H2O, 0.1% TFA; Solvent B=90% MeOH, 10% H2O, 0.1% TFA. LC/MS M+1=466.8.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 30 min
  3. customThe solvent was removed
  4. additionthe residue was diluted with dichloromethane
  5. washwashed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationConcentration under reduced pressure

出典と根拠

ORDレコード
ord-94b3a796633f4bb38f1b5aa9560f9d56
出典データセット
uspto-grants-2015_12
特許番号
US09216972B2

関連ノート

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