Aluminium lithium hydride → (R)-2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}-1-methylpyrrolidine

HRID 743322노트

반응식

HRID 743322 반응식
C(O[C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([O:29][CH3:30])[CH:24]=1)=O)(C)(C)C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH3:30][O:29][C:25]1[CH:24]=[C:23]([CH2:22][CH2:21][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[O:14][CH2:13][C@H:9]2[CH2:10][CH2:11][CH2:12][N:8]2[CH3:6])[CH:28]=[CH:27][CH:26]=1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 53745429(R)-1-t-Butoxycarbonyl-2-{2-[2-(3-methoxyphenyl) ethyl]phenoxymethyl}pyrrolidine

생성물 1

HCID 53979546(R)-2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}-1-methylpyrrolidine수율 95%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Following a procedure similar to that described in Example 38(a), 1.00 g of (R)-1-t-butoxycarbonyl-2-{2-[2-(3-methoxyphenyl)ethyl]phenoxymethyl}pyrrolidine [prepared as described in Example 76(a)] was reacted with 0.184 g of lithium aluminum hydride dispersed in 10 ml of tetrahydrofuran. The mixture was then worked up as described in Example 38(a), and the crude product thus obtained was purified by column chromatography through silica gel, using a 20:1 by volume mixture of methylene chloride and methanol as the eluent, to give 0.750 g (yield 95%) of the title compound as a colorless oil.

후처리

  1. customthe crude product thus obtained
  2. customwas purified by column chromatography through silica gel
  3. additionby volume mixture of methylene chloride and methanol as the eluent

출처 및 근거

ORD 기록
ord-ab7f78b08ddd4f12b64f181f2b06b2d8
출처 데이터셋
uspto-grants-1996_09
특허 번호
US05556864

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