Potassium Carbonate → HCID 178476528, compound

HRID 512582Notes

Reaction equation

[C:1]([O-:4])(=[O:3])[CH3:2].[C:5]([O-:8])(=[O:7])[CH3:6].[C:9]([O-:12])(=[O:11])[CH3:10].C([O-])(=O)C.[Pb+4:17].[CH2:18]([O:25][C:26]1[CH:31]=[C:30]([CH3:32])[C:29](B(O)O)=[C:28]([CH3:36])[CH:27]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>C([O-])(=O)C.[Hg+2].C([O-])(=O)C>[C:1]([O-:4])(=[O:3])[CH3:2].[C:5]([O-:8])(=[O:7])[CH3:6].[C:9]([O-:12])(=[O:11])[CH3:10].[CH2:18]([O:25][C:26]1[CH:31]=[C:30]([CH3:32])[C:29]([Pb+3:17])=[C:28]([CH3:36])[CH:27]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

Conditions

Temperature: 50 °C

Procedure

Lead tetraacetate (5.7 g, 0.013 mol) and mercury (II) acetate (0.2 g, 0.0006 mol) are stirred together and thoroughly flushed with nitrogen. Chloroform (20 ml) is added and the dark orange solution heated to 50° C., followed by the addition of 4-benzyloxy-2,6-dimethylphenyl boronic acid (3 g, 0.012 mol) in one portion. After further heating at 50° C. for 3 hours the reaction mixture is cooled to 0° C. and potassium carbonate added (1.9 g, 0.02 mol). The suspension is stirred for just 5 minutes before filtering and evaporation of the crude solution under reduced pressure. The crude product is then azeotroped with diethyl ether to afford 4-benzyloxy-2,6-dimethylphenyl lead triacetate as a pale solid.

Workup

customthoroughly flushed with nitrogen
additionChloroform (20 ml) is added
temperatureAfter further heating at 50° C. for 3 hours the reaction mixture
temperatureis cooled to 0° C.
filtrationbefore filtering
customevaporation of the crude solution under reduced pressure
customThe crude product is then azeotroped with diethyl ether

Sources & evidence

ORD record: ord-2660a104f465464fa90006c262d38d39
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09102642B2

Reaction notes

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