Hexamethylenetetramine → 2-Amino-1-(3-(trifluoromethyl)phenyl)ethan-1-one hydrochloride

HRID 419694ノート

反応式

HRID 419694 の反応式
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6](=[O:9])[CH2:7]Br.C1N2CN3CN(C2)C[N:16]1C3.C(Cl)(Cl)(Cl)[Cl:26]>>[ClH:26].[NH2:16][CH2:7][C:6]([C:5]1[CH:10]=[CH:11][CH:12]=[C:3]([C:2]([F:14])([F:13])[F:1])[CH:4]=1)=[O:9]

参加物

4

反応物 3

HCID 4101HexamethylenetetramineHCID 5943Carbon TetrachlorideHCID 27783862-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-one

生成物 1

HCID 133658852-Amino-1-(3-(trifluoromethyl)phenyl)ethan-1-one hydrochloride収率 86%

実験手順

Add 3-(trifluoromethyl)phenacyl bromide (10 g, 37.4 mmol) to a solution of hexamethylenetetramine (HMTA) (5.80 g, 41.3 mmol) in carbon tetrachloride (100 mL). Stir at room temperature overnight. Filter the precipitate and suspend the filter cake in ethanol (200 mL). Dilute the mixture with concentrated hydrochloric acid (28 mL), and stir the mixture at room temperature overnight. Filter the precipitate, and concentrate the filtrate in vacuo to provide an off-white solid. Recrystallize the solids from hot 1% concentrated hydrochloric acid in 2-propanol taking care not to cool below room temperature to provide 2-amino-1-(3-(trifluoromethyl)phenyl)ethanone hydrochloride (7.67 g, 86%).

後処理

  1. filtrationFilter the precipitate
  2. additionDilute the mixture with concentrated hydrochloric acid (28 mL)
  3. stirringstir the mixture at room temperature overnight
  4. filtrationFilter the precipitate
  5. concentrationconcentrate the filtrate in vacuo
  6. customto provide an off-white solid
  7. customRecrystallize the solids from hot 1% concentrated hydrochloric acid in 2-propanol taking care not
  8. temperatureto cool below room temperature

出典と根拠

ORDレコード
ord-c9e57a1784044b6484a13e1512d376ab
出典データセット
uspto-grants-2012_01
特許番号
US08093383B2

反応ノート

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