Potassium Hydroxide → 5-(3-Methoxyphenyl)-1,2,3,6-tetrahydropyridine

HRID 851136ノート

反応式

HRID 851136 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH2:10][N:11](C(OCC)=O)[CH2:12][CH2:13][CH:14]=2)[CH:6]=[CH:7][CH:8]=1.[OH-].[K+]>C(O)CCC.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH2:10][NH:11][CH2:12][CH2:13][CH:14]=2)[CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 20502638Ethyl 3-(3-methoxyphenyl)-1,2,5,6-tetrahydro-1-pyridine-carboxylate

生成物 1

HCID 130667485-(3-Methoxyphenyl)-1,2,3,6-tetrahydropyridine収率 100.4%

試薬・触媒・溶媒 2

HCID 2631-Butanol溶媒HCID 962Water溶媒

実験手順

A solution of 11 g of the product of Step C in 110 ml of n-butanol and 11 g of potassium hydroxide was heated for 6 hours at 120° C. and the mixture was cooled and diluted with 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 a 6-3-1 chloroform-acetone-triethylamine mixture. The distilled fraction residue was taken up in methylene chloride and the solution was filtered and evaporated to dryness under reduced pressure to obtain 8 g of 3-(3-methoxyphenyl)-1,2,5,6-tetrahydropyridine.

後処理

  1. temperaturethe mixture was cooled
  2. extractionThe mixture was extracted with ethyl acetate
  3. washthe organic phase was washed with aqueous saturated sodium chloride solution
  4. customdried
  5. customevaporated to dryness under reduced pressure
  6. customThe residue was chromatographed over silica gel
  7. washwas eluted with a 6-3-1 chloroform-acetone-triethylamine mixture
  8. filtrationthe solution was filtered
  9. customevaporated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-eb70860f017f41c9ad9e1dfc9a88fb6e
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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