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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1993116Generated: November 3, 2026

3-Hydroxybenzaldehyde → HCID 178420765, compound

https://huagongshe.com/reaction/1993116

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxybenzaldehydeHCID 101—
ReactantDiisopropylethylamineHCID 81531—
ReactantPyBOPHCID 2724699—
ReactantTrifluoromethanesulfonateHCID 2758875—
SolventDimethylformamideHCID 6228—
ProductHCID 178420765HCID 178420765278.2%

Reaction Steps

To a stirred solution of compound 10 (1 g, 1.3 mmol) in 6 mL of DMF at room temperature under N2 was added 3-hydroxybenzaldehyde (292 mg, 2.6 mmol) and PyBOP (1 g, 1.95 mmol), followed by DIEA (0.9 mL, 5.2 mmol). After 5 h, the solvent was removed under reduced pressure, and the resulting crude mixture was purified by chromatography on silica gel (ethyl acetate/hexane 1:1) to give 11 (800 mg, 70%) as a white solid. 1H NMR (CDCl3) δ 9.98 (s, 1H), 7.79-6.88 (m, 12H), 5.65 (m, 1H), 5.21-4.99 (m, 3H), 4.62-4.16 (m, 4H), 3.99-3.61 (m overlapping s, 9H), 3.11-2.79 (m, 5H), 1.85-1.53 (m, 6H), 1.25 (m, 3H), 0.90 (m, 6H); 31P NMR (CDCl3) δ 17.9 and 15.9; MS (ESI) 899 (M+Na).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07649015B2
Source datasetuspto-grants-2010_01
ORD IDord-2eee6c29181f4d07b823a52baa2fc6df
Source noteuspto-grants-2010_01