Potassium Carbonate → HCID 54194798, compound

HRID 1608951Notes

Reaction equation

HRID 1608951 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH:7]=[CH:8][C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:22]([O:24][C:25](=[O:30])[CH2:26][CH2:27][CH2:28]Br)[CH3:23]>CC(=O)CC>[CH2:22]([O:24][C:25](=[O:30])[CH2:26][CH2:27][CH2:28][O:15][C:12]1[CH:11]=[CH:10][C:9]([CH:8]=[CH:7][C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)=[CH:14][CH:13]=1)[CH3:23]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 76300Ethyl 4-bromobutyrateHCID 682482HCID 682482, compound

Product 1

HCID 54194798HCID 54194798, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

One heats a mixture of 30 g (0.15 mol) 4-[2-(4-pyridinyl)-ethenyl]-phenol, 21 g potassium carbonate, 750 ml butanone and 33 ml (0.23 mol) 4-bromobutyric acid ethyl ester to reflux for 24 h, filters, evaporates the filtrate, mixes with water, extracts with dichloromethane, dries the extract, evaporates the triturates the residue with ether. There remain 42.3 g of title compound (89% of theory) of the m.p. 83°-85° C.

Workup

  1. temperatureto reflux for 24 h
  2. customfilters, evaporates the filtrate
  3. customevaporates the triturates the residue with ether

Sources & evidence

ORD record
ord-49c083afb2274448bfb23e989d29851d
Source dataset
uspto-grants-1995_03
Patent number
US05399575

Reaction notes

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