Dimethylformamide → 1-Ethyl-5-(3-methoxyphenyl)-1,2,3,6-tetrahydropyridine

HRID 851141노트

반응식

HRID 851141 반응식
C(=O)([O-])[O-].[Na+].[Na+].[CH2:7](I)[CH3:8].Cl.[CH3:11][O:12][C:13]1[CH:14]=[C:15]([C:19]2[CH2:20][NH:21][CH2:22][CH2:23][CH:24]=2)[CH:16]=[CH:17][CH:18]=1.CN(C)C=O>O>[CH3:11][O:12][C:13]1[CH:14]=[C:15]([C:19]2[CH2:20][N:21]([CH2:7][CH3:8])[CH2:22][CH2:23][CH:24]=2)[CH:16]=[CH:17][CH:18]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 6340IodoethaneHCID 10340Sodium CarbonateHCID 130667493-(3-Methoxyphenyl)-1,2,5,6-tetrahydropyridine hydrochloride

생성물 1

HCID 205026301-Ethyl-5-(3-methoxyphenyl)-1,2,3,6-tetrahydropyridine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

9.8 g of sodium carbonate and 2.6 ml of ethyl iodide were added to a suspension of 7 g of 3-(3-methoxyphenyl)-1,2,5,6-tetrahydropyridine hydrochloride and 70 ml of dimethylformamide and the mixture was stirred for 16 hours and was diluted with water. The mixture was extracted with ethyl acetate and the organic extract was washed with water, dried and evaporated to dryness under reduced pressure. The residue was chromatographed over silica gel and was eluted with an 8-1-1 cyclohexane-chloroform-triethylamine mixture to obtain 5.3 g of 3-(3-methoxyphenyl)-1-ethyl-1,2,5,6-tetrahydropyridine.

후처리

  1. extractionThe mixture was extracted with ethyl acetate
  2. extractionthe organic extract
  3. washwas washed with water
  4. customdried
  5. customevaporated to dryness under reduced pressure
  6. customThe residue was chromatographed over silica gel
  7. washwas eluted with an 8-1-1 cyclohexane-chloroform-triethylamine mixture

출처 및 근거

ORD 기록
ord-4076ac29e63249169542e3ef4b07f737
출처 데이터셋
uspto-grants-1983_05
특허 번호
US04382942

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