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

HRID 851299노트

반응식

HRID 851299 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-773d2e2948554465a5cd2519b28d69e4
출처 데이터셋
uspto-grants-1983_05
특허 번호
US04383999

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