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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1280886Generated: November 3, 2026

Water → HCID 23445654, compound

https://huagongshe.com/reaction/1280886

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPhenylboronic AcidHCID 66827—
ReactantBarium hydroxide, octahydrateHCID 17749109—
ReactantHCID 18426310HCID 18426310—
Catalystpalladium(II) acetateHCID 167845—
ProductHCID 23445654HCID 2344565484%

Reaction Steps

The title compound was prepared according to the procedure in Example 2, step 3 using 3-iodomethoxy-5-methylbenzaldehyde (2.24 g, 8.11 mmol), phenylboronic acid (1.09 g, 8.92 mmol), palladium(II) acetate (36.4 mg, 0.162 mmol) and barium hydroxide octahydrate (3.83 g, 12.2 mmol) in DME:H2O. Purification on Biotage KP-Sil eluting with 15% acetone/hexane gave 1.54 g (84%) of the title compound as a yellow oil. 1H NMR (DMSO-d6) δ 2.37 (s, 3H), 3.39 (s, 3H), 7.42-7.59 (m, 5H), 7.74-7.79 (m, 2H), 9.96 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06451845B1
Source datasetuspto-grants-2002_09
ORD IDord-95125c7269314c02abfa282feea19e7e
Source noteuspto-grants-2002_09