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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925774Generated: October 24, 2026

Formic Acid → L-Theanine

https://huagongshe.com/en/reaction/1925774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantEthylamineHCID 6341—
ReactantTriethylamineHCID 8471—
ReactantAcetylacetoneHCID 31261—
Reactant5-Methyl hydrogen L-glutamateHCID 68662—
SolventMethanolHCID 887—
SolventIsopropanolHCID 3776—
ProductL-TheanineHCID 43937882%

Reaction Conditions

Temperature60 °C

Reaction Steps

First, 20.0 g (0.124 mol) of L-glutamic acid-γ-methyl ester was suspended in 20 g of methanol. To this, 13.7 g (0.137 mol) of acetylacetone and 12.5 g (0.124 mol) of triethylamine were added. The mixture was stirred at 60° C. for one hour. Subsequently, 80 g (1.24 mol) of 70% ethylamine was added to the mixture. After the mixture was allowed to react for 6 hours, excessive ethylamine was distilled away under reduced pressure. To this, 11.4 g (0.246 mol) of formic acid and 120 mL of 2-propanol (IPA) were added. The crystal precipitated was filtrated by suction and washed with 20 mL of IPA to obtain wet matter. The wet matter was dried under reduced pressure to obtain 17.7 g of theanine as a white crystal substance (yield: 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178722B2
Source datasetuspto-grants-2012_05
ORD IDord-a804b629c46443cbad14b550f62e952b
Source noteuspto-grants-2012_05