Water → 3-[[5-(Trifluoromethyl)-2-pyridyl]oxy]-1-propanamine

HRID 49436ノート

反応式

HRID 49436 の反応式
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][N:3]=1.[NH2:12][CH2:13][CH2:14][CH2:15][OH:16].O>C1COCC1.CC(C)([O-])C.[K+]>[F:9][C:8]([F:11])([F:10])[C:5]1[CH:6]=[CH:7][C:2]([O:16][CH2:15][CH2:14][CH2:13][NH2:12])=[N:3][CH:4]=1

参加物

6

反応物 3

HCID 962WaterHCID 90863-Amino-1-propanolHCID 54637542-Fluoro-5-(trifluoromethyl)pyridine

生成物 1

HCID 221750853-[[5-(Trifluoromethyl)-2-pyridyl]oxy]-1-propanamine

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒3 回HCID 23665647Potassium tert-butoxide溶媒

反応条件

温度
0 °C

実験手順

2-Fluoro-5-trifluoromethylpyridine (1.831 g, 11 mmol) was dissolved in anhydrous THF (15 mL) with stirring under nitrogen and cooled to 0° C. in an ice bath. To this was added dropwise over 30 minutes a solution of 3-amino-1-propanol (0.76 mL, 10 mmol) in anhydrous THF (15 mL) and 1M potassium tert-butoxide in THF (10 mL, 10 mmol). The yellow solution was allowed to stir and slowly warm to room temperature overnight. The reaction mixture was poured into water (75 mL) and extracted with ether (2×50 mL). The organic phase was washed with brine (50 mL), dried (Na2SO4), filtered and evaporated under vacuum to a yellow liquid, which was nearly pure by NMR and MS, and was used as such without further purification.

後処理

  1. stirringto stir
  2. temperatureslowly warm to room temperature overnight
  3. extractionextracted with ether (2×50 mL)
  4. washThe organic phase was washed with brine (50 mL)
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. customevaporated under vacuum to a yellow liquid, which
  8. customsuch without further purification

出典と根拠

ORDレコード
ord-d07a791be14640309bad24d49fc19a46
出典データセット
uspto-grants-2004_03
特許番号
US06706740B2

反応ノート

読み込み中…