Tetrahydrofuran → N-methyl-1-(propan-2-yl)piperidin-4-amine

HRID 499717노트

반응식

HRID 499717 반응식
Cl.CN.C1COCC1.[CH:9]([N:12]1[CH2:17][CH2:16][C:15](=O)[CH2:14][CH2:13]1)([CH3:11])[CH3:10].[C:19]([BH3-])#[N:20].[Na+]>C(O)(=O)C.C(O)C>[CH:9]([N:12]1[CH2:17][CH2:16][CH:15]([NH:20][CH3:19])[CH2:14][CH2:13]1)([CH3:11])[CH3:10]

참가 물질

7

반응물 4

HCID 8028TetrahydrofuranHCID 793131-(Isopropyl)-4-piperidoneHCID 5003444Sodium cyanoborohydrideHCID 6364545Methylamine hydrochloride

생성물 1

HCID 3159676N-methyl-1-(propan-2-yl)piperidin-4-amine

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 702Ethanol용매

반응 조건

온도
60 °C

실험 절차

To a stirred mixture of methylamine hydrochloride (2.62 g, 38.8 mmol), THF (30 ml), ethanol (15 ml), N-isopropyl-4-piperidinone (3.0 ml, 20.2 mmol), and acetic acid (3.60 ml) was added sodium cyanoborohydride (30 ml, 1 molar solution in THF, 30 mmol), and the mixture was stirred at 60° C. for 6 hours and then at room temperature overnight. The mixture was concentrated under reduced pressure, water (50 ml) and potassium carbonate (47.0 g) were added, and the mixture was extracted with ethyl acetate (6×50 ml). The combined extracts were dried over magnesium sulphate and concentrated, to yield 3.78 g (quant.) of the title compound as an oil, which was used without further purification.

후처리

  1. customat room temperature
  2. customovernight
  3. concentrationThe mixture was concentrated under reduced pressure, water (50 ml) and potassium carbonate (47.0 g)
  4. additionwere added
  5. extractionthe mixture was extracted with ethyl acetate (6×50 ml)
  6. dry with materialThe combined extracts were dried over magnesium sulphate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-af0c3523c8bb45da8c600fd68dc14a8f
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07767695B2

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