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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2049972Generated: October 26, 2026

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

https://huagongshe.com/reaction/2049972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactanto-VanillinHCID 8991—
ReactantSodium hydrideHCID 24758—
Reactant4-(3-Chloropropyl)morpholineHCID 95834—
SolventTolueneHCID 1140—
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 numberUS04199528
Source datasetuspto-grants-1980_04
ORD IDord-a54ad57c04b84699b8be74c5cb315bac
Source noteuspto-grants-1980_04