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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2049969Generated: October 27, 2026

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

https://huagongshe.com/reaction/2049969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant2-Hydroxy-4-MethoxybenzaldehydeHCID 69600—
Reactant4-(3-Chloropropyl)morpholineHCID 95834—
SolventTolueneHCID 1140—
Product4-Methoxy-2-[3-(4-morpholinyl)propoxy]benzaldehydeHCID 2029868165.8%

Reaction Steps

2-Hydroxy-4-methoxybenzaldehyde (25 g) in 125 ml. of dimethylformamide is treated first with 8.2 g of 50% sodium hydride, then with 36 g of N-(3-chloropropyl)morpholine dissolved in 65 ml. of toluene, following the procedure described in Example 1A, yielding 30.2 g of the title compound, boiling point 190°-195° C. at 0.1-0.2 mm of Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04199528
Source datasetuspto-grants-1980_04
ORD IDord-e44ff88d1384475592a55f973413afac
Source noteuspto-grants-1980_04