1-[3-(4-Benzyloxy-phenoxy)-propyl]-piperidine → 4-(3-Piperidin-1-yl-propoxy)-phenol

HRID 33696노트

반응식

HRID 33696 반응식
C([O:8][C:9]1[CH:24]=[CH:23][C:12]([O:13][CH2:14][CH2:15][CH2:16][N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[CH:11][CH:10]=1)C1C=CC=CC=1.C([O-])=O.[NH4+]>[Pd].CO>[N:17]1([CH2:16][CH2:15][CH2:14][O:13][C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[CH:24][CH:23]=2)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1

참가 물질

5

반응물 2

HCID 25809111-[3-(4-Benzyloxy-phenoxy)-propyl]-piperidineHCID 2723923Ammonium formate

생성물 1

HCID 179626194-(3-Piperidin-1-yl-propoxy)-phenol

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

반응 조건

온도
68 °C

실험 절차

A suspension of the product of Example 6 (2.5 g), ammonium formate (2.7 g), and 10% palladium on carbon (2.5 g) in methanol (100 mL) was heated in a 68° C. bath for 3 h, and allowed to cool to room temperature. The mixture was filtered through Celite, and the filtrate was evaporated in vacuo. Saturated aqueous sodium bicarbonate was added, and the mixture was extracted with dichloromethane (4×30 mL). The combined organic phases were dried (magnesium sulfate) and evaporated in vacuo, yielding the title compound as a pink microcrystalline solid (1.3 g) which was used without further purification. A small sample (100 mg) was recrystallized (ethanol) to obtain the title compound as beige prisms (68 mg).

후처리

  1. temperatureto cool to room temperature
  2. filtrationThe mixture was filtered through Celite
  3. customthe filtrate was evaporated in vacuo
  4. additionSaturated aqueous sodium bicarbonate was added
  5. extractionthe mixture was extracted with dichloromethane (4×30 mL)
  6. dry with materialThe combined organic phases were dried (magnesium sulfate)
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-81ee811f926f41be8980b67c4fd6e802
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429586B2

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