Potassium Carbonate → HCID 57589111, compound

HRID 1782763Notes

Reaction equation

C(=O)([O-])[O-].[K+].[K+].[CH:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([CH2:19]Br)=[CH:15][CH:14]=2)=[CH:9][CH:8]=1.[C:21]([O:24][C:25]1[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=1)(=[O:23])[CH3:22]>C(#N)CCC>[C:21]([O:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][CH2:19][C:16]2[CH:17]=[CH:18][C:13]([C:10]3[CH:11]=[CH:12][CH:7]=[CH:8][CH:9]=3)=[CH:14][CH:15]=2)=[CH:27][CH:26]=1)(=[O:23])[CH3:22]

Participants

Conditions

Temperature: 120 °C

Procedure

2.35 g of anhydrous potassium carbonate are added to a solution of 2.80 g of 4-biphenylmethyl bromide and 1.72 g of 4-hydroxyphenyl acetate in 75 ml of butyronitrile, and the reaction mixture is stirred at 120° C. overnight. It is filtered with suction, washed with acetonitrile, and concentrated. The residue is taken up in ethyl acetate, washed with water and saturated sodium chloride solution, dried over sodium sulphate and filtered, and the solvent is removed in a rotary evaporator. This is followed by stirring with ethyl acetate, filtration with suction and washing of the resulting crystals several times with ethyl acetate. 1.36 g of product are obtained. A further 0.36 g of product can be isolated from the mother liquor after concentration and chromatography on silica gel with dichloromethane.

Workup

filtrationIt is filtered with suction
washwashed with acetonitrile
concentrationconcentrated
washwashed with water and saturated sodium chloride solution
dry with materialdried over sodium sulphate
filtrationfiltered
customthe solvent is removed in a rotary evaporator
stirringby stirring with ethyl acetate, filtration with suction
washwashing of the resulting crystals several times with ethyl acetate

Sources & evidence

ORD record: ord-c2050ca9395a42369f1b9ec3d13eccee
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07498460B2

Reaction notes

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