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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 346050Generated: October 25, 2026

Formaldehyde → 6-Benzyloxy-3-methylene-4-chromanone

https://huagongshe.com/reaction/346050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantDimethylamine, hydrochlorideHCID 10473—
Reactant6-(Benzyloxy)chroman-4-oneHCID 14422776—
SolventAcetic AcidHCID 176—
Product6-Benzyloxy-3-methylene-4-chromanoneHCID 14422790—

Reaction Steps

A solution of 9.2 g of 6-benzyloxy-4-chromanone, dimethylamine hydrochloride and 1.3 g of paraformaldehyde in 100 ml of acetic acid was heated on a steam bath for 5 hours. The volatiles were evaporated in vacuo and the residue was purified on silica gel, eluting with CH2Cl2, to give 3.7 g of product, Rf (CH2Cl2)=0.5. 1H-NMR(CDCl3)delta(ppm): 4.95 (s, 2H), 5.05 (s, 2H), 5.55 (s, 1H), 6.30 (s, 1H), 6.80-7.60 (m, 8H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05059609
Source datasetuspto-grants-1991_10
ORD IDord-2d03639bc0e640f2989953836a2f30a6
Source noteuspto-grants-1991_10