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

HRID 419694노트

반응식

HRID 419694 반응식
[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]

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-c9e57a1784044b6484a13e1512d376ab
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093383B2

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