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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 716872Generated: October 30, 2026

1-Bromo-3-chlorobenzene → HCID 11087774, compound

https://huagongshe.com/reaction/716872

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3-chlorobenzeneHCID 7928—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantBinap, (A+-)-HCID 634876—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 11087774HCID 1108777483.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of t-butyl piperazine-1-carboxylate (1.96 g, 10.54 mmol, 2.00 equiv), 1-bromo-3-chlorobenzene (1 g, 5.26 mmol, 1.00 equiv), BINAP (330 mg, 0.53 mmol, 0.10 equiv), Pd2(dba)3 (243.8 mg, 0.27 mmol, 0.05 equiv), NaOt-Bu (1.59 g, 16.56 mmol, 3.00 equiv), and toluene (17 mL) was placed in a 100-mL round bottom flask, stirred overnight at 100° C. in an oil bath, and concentrated under vacuum. Purification via silica gel column (PE/EA (50:1)) yielded 1.3 g (83%) of t-butyl 4-(3-chlorophenyl)piperazine-1-carboxylate as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193693B2
Source datasetuspto-grants-2015_11
ORD IDord-0e41b41e54164d99a63cc6061abc38a4
Source noteuspto-grants-2015_11