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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 51589Generated: October 26, 2026

Reserpine → 2-Phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

https://huagongshe.com/reaction/51589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantReserpineHCID 5770—
Reactant4-Bromo-2-phenoxybenzaldehydeHCID 16413429—
Reactant2-Phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)benzonitrileHCID 22736340—
SolventAcetonitrileHCID 6342—
Product2-Phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehydeHCID 11244224—

Reaction Steps

The title compound was prepared in a 62% from 4-bromo-2-phenoxybenzaldehyde in a similar manner to that described for the preparation 2-phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)benzonitrile: 1H NMR (DMSO-d6, 400 MHz) δ 10.43(s, 1H), 8.14(s, 1H), 7.89(d, 1H), 7.48(t, 2H), 7.27(t, 1H), 7.20(d, 2H), 6.88(d, 1H), 1.30(s, 12H); RP-HPLC (Hypersil HS, 5 μm, 100 A, 4.6×250 mm; 25%-100% acetonitrile—0.05 M ammonium acetate over 10 min, 1 ml/min) tr 14.02min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713474B2
Source datasetuspto-grants-2004_03
ORD IDord-e0cc202f360b44c5bc1257f5b922c4bb
Source noteuspto-grants-2004_03