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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 417933Generated: October 31, 2026

Sodium t-butoxide → HCID 24956160, compound

https://huagongshe.com/reaction/417933

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 24956158HCID 24956158—
Reactant3,4-Dihydro-2H-1,4-benzoxazin-6-ol--hydrogen bromide (1/1)HCID 66648229—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 24956160HCID 249561601.1%

Reaction Conditions

Temperature140 °C

Reaction Steps

Following Method B, using 3,4-dihydro-2H-benzo[1,4]oxazin-6-ol hydrobromide (84 mg, 3.6 mmol), sodium tert-butoxide (125 mg, 1.3 mmol), Intermediate 5 (100 mg, 3.6 mmol), (But)3PBF4 (31 mg, 0.11 mmol) and palladium(II) acetate (12 mg, 0.055 mmol) in DME (2 mL) heated to 140° C. for 20 min under microwave irradiation. The crude material was purified by prep HPLC to give the title compound as a white solid (5 mg, 0.4%). δH (CDCl3) 1.11 (6H, s), 2.85 (2H, s), 3.12 (2H, s), 4.07-4.19 (2H, m), 4.20-4.30 (2H, m), 6.53-6.62 (1H, m), 6.80 (1H, d, J 8.85 Hz), 7.34-7.40 (1H, m). LCMS (ES+) 346 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093238B2
Source datasetuspto-grants-2012_01
ORD IDord-bf3b36021a974881a4224bc34dfa9af1
Source noteuspto-grants-2012_01