Hydrochloric Acid → 6-[(Dimethylamino)methyl]-5,6,7,8-tetrahydronaphthalen-2-amine

HRID 854024노트

반응식

HRID 854024 반응식
Cl.C([NH:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[CH2:12][CH:11]([CH2:16][N:17]([CH3:19])[CH3:18])[CH2:10][CH2:9]2)(=O)C.Cl.[OH-].[Na+]>>[NH2:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[CH2:12][CH:11]([CH2:16][N:17]([CH3:19])[CH3:18])[CH2:10][CH2:9]2

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 229985926-Acetylamino-2-(N,N-dimethylamino)methyltetralin hydrochloride

생성물 1

HCID 219397216-[(Dimethylamino)methyl]-5,6,7,8-tetrahydronaphthalen-2-amine수율 36.4%

실험 절차

6-Acetylamino-2-(N,N-dimethylamino)methyltetralin hydrochloride (0.879 g; obtained in Reference Example 31) was added to 2 N hydrochloric acid. The reaction mixture was heated under reflux for 90 minutes, and then an aqueous solution of 1 N sodium hydroxide was added thereto to thereby make the resulting mixture have pH of 9. Then, this was extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, then dried, and concentrated. The residue was purified by alumina column chromatography (eluent:ethyl acetate/hexane=1/1) to obtain the entitled compound (0.231 g).

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 90 minutes
  3. extractionThen, this was extracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materiala saturated aqueous sodium chloride solution, then dried
  6. concentrationconcentrated
  7. customThe residue was purified by alumina column chromatography (eluent:ethyl acetate/hexane=1/1)

출처 및 근거

ORD 기록
ord-3a8d303674a74ed4aab14e68c5a9c698
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07256204B2

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