(3R,4R)-1-[(1R)-1-Phenylethyl]-4-[4-(phenylmethoxy)phenyl]-3-piperidinol hydrochloride → (3R,4R)-4-(4-hydroxy-phenyl)-piperidin-3-ol hydrochloride

HRID 650734ノート

反応式

HRID 650734 の反応式
[ClH:1].C([O:9][C:10]1[CH:15]=[CH:14][C:13]([C@H:16]2[CH2:21][CH2:20][N:19]([C@@H](C3C=CC=CC=3)C)[CH2:18][C@@H:17]2[OH:30])=[CH:12][CH:11]=1)C1C=CC=CC=1>CO.O.[C].[Pd]>[ClH:1].[OH:9][C:10]1[CH:15]=[CH:14][C:13]([C@H:16]2[CH2:21][CH2:20][NH:19][CH2:18][C@@H:17]2[OH:30])=[CH:12][CH:11]=1

参加物

5

反応物 1

HCID 69110291(3R,4R)-1-[(1R)-1-Phenylethyl]-4-[4-(phenylmethoxy)phenyl]-3-piperidinol hydrochloride

生成物 1

HCID 20677893(3R,4R)-4-(4-hydroxy-phenyl)-piperidin-3-ol hydrochloride収率 99.6%

試薬・触媒・溶媒 3

HCID 178418390HCID 178418390、化合物触媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

The reaction flask was charged under argon with 250 mg of 10% carbon-palladium (Degussa E-101 N/D), then a solution of 5 g (11.8 mmol) of (3R,4R)-4-(4-benzyloxy-phenyl)-1-((R)-1-phenyl-ethyl)-piperidin-3-ol hydrochloride in 50 mL of methanol and 5 mL water was added. After hydogenation during 6 h at room temperature and normal pressure the catalyst was separated by filtration and washed with methanol. The filtrate was concentrated and the remaining water was azeotropically removed at the rotary evaporator using toluene (3×100 mL) to give 2.7 g of (3R,4R)-4-(4-hydroxy-phenyl)-piperidin-3-ol hydrochloride as white crystals.

後処理

  1. customnormal pressure the catalyst was separated by filtration
  2. washwashed with methanol
  3. concentrationThe filtrate was concentrated
  4. customthe remaining water was azeotropically removed at the rotary evaporator

出典と根拠

ORDレコード
ord-3dc479ccbc7b4d8399cc8c0b0b882dce
出典データセット
uspto-grants-2001_08
特許番号
US06274735B1

反応ノート

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