Potassium Carbonate → 1,2,5,6-Tetrahydro-1-(4,4-diphenyl-3-butenyl)-3-pyridinecarboxylic acid methyl ester hydrochloride

HRID 851299ノート

反応式

HRID 851299 の反応式
[ClH:1].[CH3:2][O:3][C:4]([C:6]1[CH2:7][NH:8][CH2:9][CH2:10][CH:11]=1)=[O:5].[C:12]1([C:18]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:19][CH2:20][CH2:21]Br)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[ClH:1].[CH3:2][O:3][C:4]([C:6]1[CH2:7][N:8]([CH2:21][CH2:20][CH:19]=[C:18]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:9][CH2:10][CH:11]=1)=[O:5]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 201540Norarecoline HydrochlorideHCID 104017744,4-Diphenyl-3-butenyl bromide

生成物 1

HCID 704835431,2,5,6-Tetrahydro-1-(4,4-diphenyl-3-butenyl)-3-pyridinecarboxylic acid methyl ester hydrochloride

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 5.0 g. (0.0282 mole) of 1,2,5,6-tetrahydro-3-pyridinecarboxylic acid methyl ester, hydrochloride, 8.08 g. (0.282 mole) of 4,4-diphenyl-3-butenyl bromide and 10 g. of crushed potassium carbonate was refluxed in 200 ml. of acetone for 15 hours. The reaction mixture was evaporated, extracted into ethyl acetate from water, dried, evaporated and chromatographed on silica (dry column) eluted with hexane/hexane:ethyl acetate to give 1,2,5,6-tetrahydro-1-(4,4-diphenyl-3-butenyl)-3-pyridinecarboxylic acid methyl ester hydrochloride.

後処理

  1. additionA mixture of 5.0 g
  2. customThe reaction mixture was evaporated
  3. extractionextracted into ethyl acetate from water
  4. customdried
  5. customevaporated
  6. customchromatographed on silica (dry column)
  7. washeluted with hexane/hexane

出典と根拠

ORDレコード
ord-773d2e2948554465a5cd2519b28d69e4
出典データセット
uspto-grants-1983_05
特許番号
US04383999

反応ノート

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