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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388427Generated: October 31, 2026

Hydrochloric Acid → (E)-4-(cyclobutyl(methyl)amino)but-2-enoic acid hydrochloride

https://huagongshe.com/reaction/388427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant(E)-methyl 4-(cyclobutyl(methyl)amino)but-2-enoateHCID 86689034—
SolventOxolane--water (1/1)HCID 21881883—
Product(E)-4-(cyclobutyl(methyl)amino)but-2-enoic acid hydrochlorideHCID 7120904897%

Reaction Steps

To a solution of (E)-methyl 4-(cyclobutyl(methyl)amino)but-2-enoate (20) (1.47 g, 8 mmol) in THF/H2O (8 mL/2 mL) was added LiOH.H2O (730 mg, 16 mmol). The reaction mixture was stirred at RT overnight, then acidified with 1N HCl to pH=1 and concentrated in vacuum to afford (E)-4-(cyclobutyl(methyl)amino)but-2-enoic acid hydrochloride salt (21) (2.31 g, 97%, mixed with LiCl) as a white solid which was used in the next step without purification. LC-MS (ESI): m/z (M+1) 170.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377946B1
Source datasetuspto-grants-2013_02
ORD IDord-efee41ebc1db4ab0989bc7b232a3cb47
Source noteuspto-grants-2013_02