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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 218110Generated: October 26, 2026

Thionyl Chloride → 3-Butenyl 5-aminolevulinate hydrochloride

https://huagongshe.com/reaction/218110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantAminolevulinic Acid HydrochlorideHCID 123608—
CatalystDimethylformamideHCID 6228—
Product3-Butenyl 5-aminolevulinate hydrochlorideHCID 2478023077%

Reaction Steps

To 1 ml of thionyl chloride (SOCl2) were added 3 drops of N,N-dimethylformamide (DMF) with stirring. Following the addition of 5-aminolevulinic acid hydrochloride (ALA.HCl, 200 mg, 1.19 mmol), the solution was stirred for 12 hours at room temperature. Concentration in a vacuum was conducted before the addition of 3-butenol. Then, the reaction mixture was stirred for 1.5 hours at room temperature, followed by purification by silica gel chromatography to afford 3-butenyl 5-aminolevulinate hydrochloride at a yield of 77%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198325B2
Source datasetuspto-grants-2012_06
ORD IDord-34c9eedad80d4cb7b8af72fdfd92796a
Source noteuspto-grants-2012_06