Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2073594Generated: October 31, 2026

Acrylic Acid → 6-bromo-3,4-dihydro-2H-1-benzopyran-4-one

https://huagongshe.com/reaction/2073594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylic AcidHCID 6581—
ReactantPhenothiazineHCID 7108—
Reactant4-BromophenolHCID 7808—
Product6-bromo-3,4-dihydro-2H-1-benzopyran-4-oneHCID 4197451—

Reaction Conditions

Temperature-78 °C

Reaction Steps

Following the procedure of Example 1, Parabromophenol (43.25 grams), acrylic acid (27 grams) and phenothiazine (0.02 grams) were added to the Pressure reactor. The system was closed and evacuated before being cooled to -78° C. and the anhydrous hydrogen fluoride (110 grams) was added. After the mixture was heated and stirred for six hours at 100° C., 140 psig, the excess hydrogen fluoride was vented and the reaction mixture cooled to 0°-5° C. After washing the mixture with D.I. water, HPLC analysis indicated one major product which was separated and characterized as 6-Bromo-4-Chromanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04918203
Source datasetuspto-grants-1990_04
ORD IDord-0a2f243989884907ab5f6c4394ff6829
Source noteuspto-grants-1990_04