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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2251602Generated: October 26, 2026

p-Xylyl bromide → Methyl 2,2-diphenyl-6-(4-methyl-benzyl)-1,3-benzodioxole-4-carboxylate

https://huagongshe.com/reaction/2251602

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Xylyl bromideHCID 7721—
ReactantPotassium CarbonateHCID 11430—
ReactantPotassium AcetateHCID 517044—
ReactantBis(pinacolato)diboraneHCID 2733548—
ReactantMethyl 6-bromo-2,2-diphenyl-1,3-benzodioxole-4-carboxylateHCID 59642990—
CatalystHCID 178418397HCID 178418397—
ProductMethyl 2,2-diphenyl-6-(4-methyl-benzyl)-1,3-benzodioxole-4-carboxylateHCID 59643018—

Reaction Steps

Methyl 6-bromo-2,2-diphenyl-1,3-benzodioxole-4-carboxylate (200 mg, 1.486 mmol, 1 eq.), Pd(PPh3)4 (57 mg, 0.049 mmol, 0.1 eq.), bis(pinacolato)diboron (160 mg, 0.632 mmol, 1.3 eq.) and KOAc (72 mg, 0.73 mmol, 1.5 eq.), then Pd(PPh3)4 (57 mg, 0.049 mmol, 0.1 eq.), 1-bromomethyl-4-methyl-benzene (117 mg, 0.63 mmol, 1.3 eq.) and K2CO3 (336 mg, 2.43 mmol, 5 eq.) were reacted according to GP6 to yield the title product as a colorless, very slowly solidifying oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07319101B2
Source datasetuspto-grants-2008_01
ORD IDord-55be26d1d65448ae942d3cb153ce6268
Source noteuspto-grants-2008_01