Hydrochloric Acid → N-[3-(4-Aminophenyl)propyl]-N,N-dimethylamine

HRID 723348노트

반응식

HRID 723348 반응식
[CH3:1][N:2]([CH3:16])[CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=1)=O.Cl.[H][H]>C(O)(=O)C.[OH-].[Pd+2].[OH-]>[CH3:16][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][C:7]1[CH:8]=[CH:9][C:10]([NH2:13])=[CH:11][CH:12]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 1927564-Nitro-3-dimethylaminopropiophenoneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 2761029N-[3-(4-Aminophenyl)propyl]-N,N-dimethylamine

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 176Acetic Acid용매

실험 절차

A solution of 3-dimethylamino-1-(4-nitrophenyl)propan-1-one (hydrochloride, 0.25 g) in glacial acetic acid (10 ml) was adjusted to pH 1 with concentrated hydrochloric acid and, under nitrogen, palladium(II) hydroxide (20% on carbon, 0.1 g) was added. The nitrogen atmosphere was replaced by hydrogen, and the suspension was shaken for 6 hours. The catalyst was filtered off and the filtrate was concentrated. The residue was partitioned between saturated sodium bicarbonate solution and ethyl acetate. The aqueous phase was adjusted to pH>12 with sodium hydroxide solution and extracted with ethyl acetate. The combined organic phases were dried and concentrated. The product with the molecular weight of 178.28 (C11H18N2); MS (ESI): 179 ([M+H]+), was obtained in this way.

후처리

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe residue was partitioned between saturated sodium bicarbonate solution and ethyl acetate
  4. extractionextracted with ethyl acetate
  5. customThe combined organic phases were dried
  6. concentrationconcentrated
  7. customMS (ESI): 179 ([M+H]+), was obtained in this way

출처 및 근거

ORD 기록
ord-d1c893dcde0c458ba625815b6f249e74
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07141561B2

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