HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1361584Generated: October 30, 2026
1-Bromo-4-tert-butylbenzene → HCID 20590576, compound
https://huagongshe.com/reaction/1361584
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1-Bromo-4-tert-butylbenzene | HCID 77595 | — |
| Reactant | 1,3-Propanediamine, N1,N1,N3-trimethyl- | HCID 78302 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 20590576 | HCID 20590576 | 86% |
Reaction Steps
To a sealed tube was added Pd(OAc)2 (105 mg 0.469 mmol), NaOtBu (1.35 g, 14.07 mmol), 1-Bromo-4-tert-butylbenzene (2.0 g, 9.38 mmol), N,N, N′-Trimethyl-propane-1,3-diamine (1.65 mL, 11.26 mmol), P(iBuNCH2CH2)3N (133 μL, 0.375 mmol), and 5 mL toluene. The solution was heated to 80° C. for 1 h, cooled to RT, filtered through a pad of silica gel (rinsing with 10% MeOH/CH2Cl2), and concentrated in vacuo to yield the title compound (2.0 g, 86%) as a dark brown oil. MS (M+H)+=249; Calc'd 248.41 for C16H28N2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07880000B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-386c7e4576d44247b3c83f60197441fd |
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| Source note | uspto-grants-2011_02 |
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