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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174604Generated: October 31, 2026

4-Formylbenzoic acid → 4-{[4-(Morpholin-4-yl)anilino]methyl}benzoic acid

https://huagongshe.com/reaction/1174604

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Formylbenzoic acidHCID 12088—
ReactantDibutyltin dichlorideHCID 12688—
ReactantPhenylsilaneHCID 12752—
ReactantBenzenamine, 4-(4-morpholinyl)-HCID 75655—
SolventTetrahydrofuranHCID 8028—
Product4-{[4-(Morpholin-4-yl)anilino]methyl}benzoic acidHCID 22478671—

Reaction Steps

A suspension of 4-formylbenzoic acid (2.53 g; 16.8 mmol; 1 eq), 4-morpholinoaniline (3 g; 16.8 mmol; 1 eq) and Bu2SnCl2 (510 mg; 1.68 mmol; 0.1 eq) in dry THF (20 ml) was treated with PhSiH3 (3.31 ml; 16.8 mmol; 1 eq) at room temperature for 12 h. The reaction was filtered and the solid product was washed with MeOH. The yield of the reaction was 5.25 g (99%). LRMS: calc 312.37; found: 313.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838520B2
Source datasetuspto-grants-2010_11
ORD IDord-dda1df95f58247f7af69682f79dc9e99
Source noteuspto-grants-2010_11