Water → 3-(3-Methoxyphenyl)-1-propyl-1,2,5,6-tetrahydropyridine

HRID 851137노트

반응식

HRID 851137 반응식
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:10]2[CH2:11][NH:12][CH2:13][CH2:14][CH:15]=2)[CH:7]=[CH:8][CH:9]=1.C(=O)([O-])[O-].[Na+].[Na+].[CH2:22](I)[CH2:23][CH3:24].O>CN(C)C=O>[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:10]2[CH2:11][N:12]([CH2:22][CH2:23][CH3:24])[CH2:13][CH2:14][CH:15]=2)[CH:7]=[CH:8][CH:9]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 336431-IodopropaneHCID 130667493-(3-Methoxyphenyl)-1,2,5,6-tetrahydropyridine hydrochloride

생성물 1

HCID 136951003-(3-Methoxyphenyl)-1-propyl-1,2,5,6-tetrahydropyridine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of a solution of 5 g of the product of Step D of Example 3 in 50 ml of dimethylformamide, 7 g of sodium carbonate and 2.3 ml of n-propyl iodide was stirred for 16 hours under an inert atmosphere and was then poured into 250 ml of iced water. The mixture was extracted with ethyl acetate and the organic phase was washed with aqueous saturated sodium chloride solution, 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. The eluate was distilled to dryness under reduced pressure to obtain 4.84 g of 3-(3-methoxyphenyl)-1-propyl-1,2,5,6-tetrahydropyridine.

후처리

  1. extractionThe mixture was extracted with ethyl acetate
  2. washthe organic phase was washed with aqueous saturated sodium chloride solution
  3. customdried
  4. customevaporated to dryness under reduced pressure
  5. customThe residue was chromatographed over silica gel
  6. washwas eluted with an 8-1-1 cyclohexane-chloroform-triethylamine mixture
  7. distillationThe eluate was distilled to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-643b0c9f2daa469188214572c6198452
출처 데이터셋
uspto-grants-1983_05
특허 번호
US04382942

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