Potassium Carbonate → HCID 13424177, compound

HRID 1981326Notes

Reaction equation

HRID 1981326 reaction equation
[NH:1]1[CH2:5][CH2:4][CH:3]([CH2:6][C:7]([O:9][CH3:10])=[O:8])[CH2:2]1.[C:11]1([C:17]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:18][CH2:19][CH2:20]Br)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[C:11]1([C:17]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)=[CH:18][CH2:19][CH2:20][N:1]2[CH2:5][CH2:4][CH:3]([CH2:6][C:7]([O:9][CH3:10])=[O:8])[CH2:2]2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 104017744,4-Diphenyl-3-butenyl bromideHCID 13424175Methyl 2-(pyrrolidin-3-yl)acetate

Product 1

HCID 13424177HCID 13424177, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 44.5 g. (0.138 mole) of methyl 3-pyrrolidineacetate hexamate, 40.3 g. (0.140 mole) of 4,4-diphenyl-3-butenyl bromide and 38.2 g. (0.276 mole) of potassium carbonate in 400 ml. of acetone was refluxed for 43 hours. The mixture was chilled, filtered, concentrated and chromatographed on silica gel to give methyl 1-(4,4-diphenyl-3-butenyl)-3-pyrrolidineacetate.

Workup

  1. additionA mixture of 44.5 g
  2. temperatureThe mixture was chilled
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customchromatographed on silica gel

Sources & evidence

ORD record
ord-d0595a07a7774f79a3edc79d4da0fed5
Source dataset
uspto-grants-1985_04
Patent number
US04514414

Reaction notes

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