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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925775Generated: October 25, 2026

Acetic Acid → L-Theanine

https://huagongshe.com/reaction/1925775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthylamineHCID 6341—
ReactantTriethylamineHCID 8471—
ReactantAcetylacetoneHCID 31261—
Reactant5-Methyl hydrogen L-glutamateHCID 68662—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventIsopropanolHCID 3776—
ProductL-TheanineHCID 43937861%

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, 29.8 g (0.496 mol) of acetic acid, 30 mL of water and 120 mL of IPA were added. The mixture was heated for one hour and cooled on ice. 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 13.1 g of theanine as a white crystal substance (yield: 61%). The obtained theanine had the same purity as high as in Example 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178722B2
Source datasetuspto-grants-2012_05
ORD IDord-807ed9a9e24a42a380c6821d9246d4ea
Source noteuspto-grants-2012_05