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

HRID 2381131

反応式

HRID 2381131 の反応式
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

参加物

4

反応物 1

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

生成物 1

HCID 110632814-(4-Hydroxyphenyl)piperidin-4-ol収率 66.6%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-31ad4dc5fd624e4aa1fae8550d955a0f
出典データセット
uspto-grants-2012_09
特許番号
US08258140B2

関連ノート

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