1-Benzyloxycarbonyl-4-hydroxy-4-(4-benzyloxyphenyl)piperidine → 4-(4-Hydroxyphenyl)piperidin-4-ol

HRID 2381131

반응식

HRID 2381131 반응식
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2([OH:31])[CH2:20][CH2:19][N:18](C(OCC3C=CC=CC=3)=O)[CH2:17][CH2:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>[Pd].CO>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2([OH:31])[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]2)=[CH:11][CH:10]=1

참가 물질

4

반응물 1

HCID 218398431-Benzyloxycarbonyl-4-hydroxy-4-(4-benzyloxyphenyl)piperidine

생성물 1

HCID 110632814-(4-Hydroxyphenyl)piperidin-4-ol수율 66.6%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

10% Palladium on carbon (3.44 g, 3.23 mmol) was added to benzyl 4-[4-(benzyloxy)phenyl]-4-hydroxypiperidine-1-carboxylate (13.49 g, 32.31 mmol) in MeOH (146 mL). The resulting mixture was stirred at room temperature for 20 hours under an atmosphere of hydrogen. The reaction mixture was filtered and evaporated to afford crude product. The crude material was triturated with DCM (100 mL) and MeOH (50 mL) to give a solid which was collected by filtration and dried under vacuum to give 4-(4-hydroxyphenyl)piperidin-4-ol (4.16 g, 66.6%). The preparation of 4-(4-hydroxyphenyl)piperidin-4-ol is also described in Journal of Medicinal Chemistry (2000), 43(5), 984-994.

후처리

  1. filtrationThe reaction mixture was filtered
  2. customevaporated
  3. customto afford crude product
  4. customThe crude material was triturated with DCM (100 mL) and MeOH (50 mL)
  5. customto give a solid which
  6. filtrationwas collected by filtration
  7. customdried under vacuum

출처 및 근거

ORD 기록
ord-31ad4dc5fd624e4aa1fae8550d955a0f
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08258140B2

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