Isopropanol → trans-1-Benzyl-3-hydroxymethyl-4-(2-methoxyphenyl)pyrrolidine

HRID 1070

반응식

HRID 1070 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:14]1[CH2:18][C@@H:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[O:25][CH3:26])[C@H:16]([C:27](OC)=[O:28])[CH2:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(O)(C)C.[Cl-].[Na+]>O1CCCC1>[CH2:7]([N:14]1[CH2:18][C@@H:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[O:25][CH3:26])[C@H:16]([CH2:27][OH:28])[CH2:15]1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

참가 물질

6

반응물 4

HCID 3776IsopropanolHCID 5234Sodium ChlorideHCID 21226445Aluminium lithium hydrideHCID 67661645Methyl [trans-1-benzyl-4-(2-methoxyphenyl)pyrrolidin-3-yl]carboxylate

생성물 1

HCID 70344956trans-1-Benzyl-3-hydroxymethyl-4-(2-methoxyphenyl)pyrrolidine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
5 °C

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.

후처리

  1. customdescribed in Preparation A)
  2. stirringThe mixture is stirred slowly at room temperature
  3. filtrationAfter filtration and evaporation of the solvents

출처 및 근거

ORD 기록
ord-aad0c6cdb96e435783b60b50f263f74c
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723484

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