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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175219Generated: October 31, 2026

8-Bromo-3,4-dihydro-2H-1,4-benzoxazine → 1-(8-Bromo-2H-benzo[b][1,4]oxazin-4(3H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one

https://huagongshe.com/reaction/2175219

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-Bromo-3,4-dihydro-2H-1,4-benzoxazineHCID 16244452—
Reactant1-(5-Bromo-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-oneHCID 70981796—
Product1-(8-Bromo-2H-benzo[b][1,4]oxazin-4(3H)-yl)-4-(2,3-dimethylphenoxy)butan-1-oneHCID 70982660—

Reaction Steps

The title compound was prepared using a procedure analogous to 1-(5-bromo-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one except that 5-bromo-1,2,3,4-tetrahydroquinoline, HCl salt was replaced by 8-bromo-3,4-dihydro-2H-benzo[b][1,4]oxazine. LCMS, [M+H]+=404.1. 1H NMR (400 MHz, CDCl3) δ 7.33 (d, J=8.0 Hz, 1H), 7.26-7.21 (m, 1H), 7.00 (t, J=8.0 Hz, 1H), 6.78-6.71 (m, 2H), 6.64 (d, J=8.1 Hz, 1H), 4.36-4.28 (m, 2H), 3.98 (t, J=5.8 Hz, 2H), 3.95-3.90 (m, 2H), 2.80 (t, J=7.2 Hz, 2H), 2.24 (s, 3H), 2.19 (dt, J=13.1, 6.4 Hz, 2H), 2.02 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062028B2
Source datasetuspto-grants-2015_06
ORD IDord-affb1bfaea914626b8947c2330fa1fb2
Source noteuspto-grants-2015_06