반응 #1166

ord-aad0c6cdb96e435783b60b50f263f74c

반응 방정식

[Cl-].[Na+]
sodium chloride
CC(C)O
isopropyl alcohol
[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminum hydride
COC(=O)[C@@H]1CN(Cc2ccccc2)C[C@H]1c1ccccc1OC
methyl [trans-1-benzyl-4-(2-methoxyphenyl)pyrrolidin-3-yl]carboxylate
COc1ccccc1[C@@H]1CN(Cc2ccccc2)C[C@H]1CO
expected product
COc1ccccc1[C@@H]1CN(Cc2ccccc2)C[C@H]1CO
trans-1-Benzyl-3-hydroxymethyl-4-(2-methoxyphenyl)pyrrolidine

반응 조건

온도
5°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타described in Preparation A)
  2. 2
    workup.STIRRINGThe mixture is stirred slowly at room temperature
  3. 3
    여과After filtration and evaporation of the solvents

실험 절차

To 560 mmol of lithium aluminum hydride in 800 ml of tetrahydrofuran (THF), under a nitrogen atmosphere and at 5° C., are added 225 mmol of methyl [trans-1-benzyl-4-(2-methoxyphenyl)pyrrolidin-3-yl]carboxylate (described in Preparation A) dissolved in 500 ml of THF. After stirring for 1 hour at 5° C., 139 ml of isopropyl alcohol are added slowly to the above mixture, followed by 85.2 ml of saturated sodium chloride solution. The mixture is stirred slowly at room temperature. After filtration and evaporation of the solvents, the expected product is obtained.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05723484uspto-grants-1998_03