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

HRID 650734노트

반응식

HRID 650734 반응식
[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

참가 물질

5

반응물 1

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

생성물 1

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

시약·촉매·용매 3

HCID 178418390HCID 178418390, 화합물촉매HCID 887Methanol용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3dc479ccbc7b4d8399cc8c0b0b882dce
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06274735B1

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