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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1389257Generated: October 27, 2026

o-Vanillin → 3-Methoxy-2-[3-(4-morpholinyl)propoxy]benzaldehyde

https://huagongshe.com/reaction/1389257

Reaction equation

Participants

RoleNameHCIDCharge
Reactanto-VanillinHCID 8991—
ReactantSodium hydrideHCID 24758—
Reactant4-(3-Chloropropyl)morpholineHCID 95834—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
Product3-Methoxy-2-[3-(4-morpholinyl)propoxy]benzaldehydeHCID 2200348—

Reaction Steps

o-Vanillin (30.4 g), dissolved in 160 ml of dimethylformamide, is treated with 9.6 g of 50% sodium hydride, then with 130 ml of 2 N N-(3-chloropropyl)morpholine in toluene following the procedure described in Example 1A, yielding 42.9 g of the title compound, boiling point 178°-183° C. at 0.2-0.3 mm of Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04243804
Source datasetuspto-grants-1981_01
ORD IDord-56ad2e196ec54ed5b2f3c3e643bcd47c
Source noteuspto-grants-1981_01