Hydrochloric Acid → 2-(Piperidin-1-yl)-5-(trifluoromethyl)aniline

HRID 2099071노트

반응식

HRID 2099071 반응식
Cl.[Sn](Cl)Cl.ClCCl.[N+:8]([C:11]1[CH:16]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:14]=[CH:13][C:12]=1[N:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1)([O-])=O>O>[N:21]1([C:12]2[CH:13]=[CH:14][C:15]([C:17]([F:18])([F:19])[F:20])=[CH:16][C:11]=2[NH2:8])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 24479Stannous ChlorideHCID 27757511-[2-Nitro-4-(trifluoromethyl)phenyl]piperidine

생성물 1

HCID 6947562-(Piperidin-1-yl)-5-(trifluoromethyl)aniline수율 83.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Concentrated hydrochloric acid (12.2 ml, 146 mmol) and anhydrous tin dichloride (12.7 g, 67.2 mmol) were sequentially added at 0° C. to a dichloromethane solution (10 ml) of 1-[2-nitro-4-(trifluoromethyl)phenyl]piperidine (6.13 g, 22.4 mmol), obtained as described in Referential Example 1-1 B. The resulting mixture was stirred for seven hours. Water was added to the mixture, and the resulting mixture was extracted three times with ethyl acetate. The obtained organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (200 g, hexane/ethyl acetate=15/1). Thus, 2-(1-piperidinyl)-5-(trifluoromethyl)aniline (4.55 g, 83.0%) was yielded as a pale yellow solid.

후처리

  1. customobtained
  2. extractionthe resulting mixture was extracted three times with ethyl acetate
  3. washThe obtained organic layer was washed with a saturated sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (200 g, hexane/ethyl acetate=15/1)

출처 및 근거

ORD 기록
ord-15257db1435c4013ac240b7de47237d4
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07569536B2

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