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p-Fluorophenethylamine → HCID 7935360, 화합물

HRID 445299
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HRID 445299 반응식
[F:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][CH2:7][NH2:8])=[CH:4][CH:3]=1.C(N(C(C)C)CC)(C)C.[F:20][C:21]([F:32])([F:31])[C:22]1[CH:30]=[CH:29][C:25]([C:26](Cl)=[O:27])=[CH:24][CH:23]=1>ClCCl>[F:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][CH2:7][NH:8][C:26](=[O:27])[C:25]2[CH:29]=[CH:30][C:22]([C:21]([F:20])([F:31])[F:32])=[CH:23][CH:24]=2)=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 4653p-FluorophenethylamineHCID 676074-(Trifluoromethyl)benzoyl chlorideHCID 81531Diisopropylethylamine

생성물 1

HCID 7935360HCID 7935360, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

A 250-mL, round-bottomed flask containing a solution of 4-fluorophenethylamine (4.8 mL, 37 mmol) and diisopropylethylamine (6.4 mL, 37 mmol) in dichloromethane (40 mL) was cooled to 0° C. and treated dropwise with 4-(trifluoromethyl)benzoyl chloride (5.5 mL, 37 mmol) over 5 min. The ice-bath was removed after 2 h and the reaction mixture was stirred overnight. The precipitate formed was collected by filtration. The filtrate was diluted with dichloromethane (100 mL) and transferred to a separatory funnel, extracted with water (35 mL), brine (25 mL), and 1N HCl (25 mL). The dichloromethane layer was separated and formation of more precipitate was observed which was collected by filtration. The solids collected were combined and dried under vacuum to yield N-(4-fluorophenethyl)-4-(trifluoromethyl)benzamide as an off-white solid. MS (ESI pos. ion) m/z: 312 (M+H).

후처리

  1. customThe ice-bath was removed after 2 h
  2. customThe precipitate formed
  3. filtrationwas collected by filtration
  4. additionThe filtrate was diluted with dichloromethane (100 mL)
  5. customtransferred to a separatory funnel
  6. extractionextracted with water (35 mL), brine (25 mL), and 1N HCl (25 mL)
  7. customThe dichloromethane layer was separated
  8. filtrationwas collected by filtration
  9. customThe solids collected
  10. customdried under vacuum

출처 및 근거

ORD 기록
ord-130f064c968347e7b6b87e75f5c8b373
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08476297B2

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