2,2-Dimethoxypropane → 2-Benzyl-6-[cis-3,4-(dimethylmethylenedioxy)pyrrolidine-1-yl]pyridine

HRID 1359368노트

반응식

HRID 1359368 반응식
[CH2:1]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N:14]2[CH2:18][C@H:17]([OH:19])[C@H:16]([OH:20])[CH2:15]2)[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:21][C:22]1(C)[C@]2(CS(O)(=O)=O)C(C[C@H:23]1CC2)=O.COC(OC)(C)C.C(=O)(O)[O-].[Na+]>CN(C)C=O>[CH2:1]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N:14]2[CH2:15][C@H:16]3[O:20][C:22]([CH3:23])([CH3:21])[O:19][C@H:17]3[CH2:18]2)[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 64952,2-DimethoxypropaneHCID 65617D-Camphorsulfonic AcidHCID 516892Sodium BicarbonateHCID 697587312-Benzyl-6-(cis-3,4-dihydroxypyrrolidine-1-yl)pyridine

생성물 1

HCID 697599182-Benzyl-6-[cis-3,4-(dimethylmethylenedioxy)pyrrolidine-1-yl]pyridine수율 100%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 2.5 g of 2-benzyl-6-(cis-3,4-dihydroxypyrrolidine-1-yl)pyridine, 2.3 g of dl-10-camphorsulfonic acid, 20 ml of 2,2-dimethoxypropane and 5.0 ml of N,N-dimethylformamide was stirred at room temperature overnight. Aqueous saturated sodium bicarbonate was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic phase was washed with water and brine, and the solvent was removed. Then, the residue was subjected to filtration through silica gel and eluted with ethyl acetate, to give 2.87 g of the target compound.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic phase was washed with water and brine
  3. customthe solvent was removed
  4. filtrationThen, the residue was subjected to filtration through silica gel
  5. washeluted with ethyl acetate

출처 및 근거

ORD 기록
ord-141347c0d4224e4d8930515a0805b62e
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06599917B1

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