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

HRID 851141ノート

反応式

HRID 851141 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4076ac29e63249169542e3ef4b07f737
出典データセット
uspto-grants-1983_05
特許番号
US04382942

反応ノート

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