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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 109Generated: October 26, 2026

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

https://huagongshe.com/reaction/109

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-4-phenylmethoxybenzeneHCID 138835—
Reactant(R)-1-Boc-3-methylpiperazineHCID 2756811—
ReagentSodium t-butoxideHCID 23676156—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
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 (0.072 g, 0.36 mmol), 1-(benzyloxy)-4-bromobenzene (0.079 g, 0.3 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.035 g, 0.06 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.027 g, 0.03 mmol) and sodium 2-methylpropan-2-olate (0.101 g, 1.05 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. Only a small amount of the desired product was visible by LCMS. The reaction was not progressed further.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-8d2093b827454e2d9150258e88282b25
Source note750 AstraZeneca ELN dataset