(2,6-Dimethoxy-4-methylphenyl)boronic acid → HCID 178418264, compound

HRID 2918Notes

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

Participants

Conditions

Temperature: 40 °C

Procedure

45.4 g of lead tetraacetate and 3.2 g of mercuric acetate are suspended in 150 ml of anhydrous chloroform and the mixture is heated to 40° C. under an argon atmosphere. A solution of 20 g of 2,6-dimethoxy-4-methylphenylboronic acid (prepared above) in 100 ml of chloroform is added dropwise to the reaction mixture at 40° C. The reaction mixture is left for 75 minutes at 40° C. and is then left to return to room temperature while stirring well. The reaction mixture is stirred at room temperature for 18 hours and is then diluted with 800 ml of dichloromethane. The solution is filtered over a bed of celite and the solvent is then evaporated to dryness in order to obtain yellow crystals of 2,6-dimethoxy-4-methylphenyllead triacetate, M.p.=172° C., Yield: 90%.

Workup

waitis then left
customto return to room temperature
stirringThe reaction mixture is stirred at room temperature for 18 hours
filtrationThe solution is filtered over a bed of celite
customthe solvent is then evaporated to dryness in order

Sources & evidence

ORD record: ord-bdd11d2834694a83af8ab75f8ab8834a
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05731340

Reaction notes

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