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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 107Generated: October 23, 2026

1-Bromo-4-phenylmethoxybenzene → (R)-4-(4-benzyloxyphenyl)-3-methylpiperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/en/reaction/107

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-4-phenylmethoxybenzeneHCID 138835—
Reactant(R)-1-Boc-3-methylpiperazineHCID 2756811—
ReagentSodium t-butoxideHCID 23676156—
CatalystBinap, (A+-)-HCID 634876—
CatalystPalladium (II) acetateHCID 4144353—
SolventTolueneHCID 1140—
Product(R)-4-(4-benzyloxyphenyl)-3-methylpiperazine-1-carboxylic acid tert-butyl esterHCID 708733750%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of (R)-tert-butyl 3-methylpiperazine-1-carboxylate (0.060 g, 0.3 mmol), 1-(benzyloxy)-4-bromobenzene (0.095 g, 0.36 mmol), palladium(II) acetate (6.74 mg, 0.03 mmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.015 g, 0.02 mmol) and sodium t-butoxide (0.043 g, 0.45 mmol) in toluene (2 mL) was flushed with nitrogen and sealed into a microwave tube. The reaction was heated to 150 °C for 10 minutes in the microwave reactor and cooled to RT. Analysis by LCMS. Only a small amount of the product could be detected (MH+ = 383, 5%). The reaction was not progressed further.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-aba439bdbf614f12a2c2928a8b3049c5
Source note750 AstraZeneca ELN dataset