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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665653Generated: October 30, 2026

Water → Lithium tert-butoxycarbonyl-acetate

https://huagongshe.com/reaction/1665653

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
Reactanttert-Butyl ethyl malonateHCID 96345—
ReactantLithium hydroxide, monohydrateHCID 168937—
SolventMethanolHCID 887—
ProductLithium tert-butoxycarbonyl-acetateHCID 8663460996.3%

Reaction Steps

LiOH.H2O (1.57 g, 37 mmol) was added to a solution of malonic acid tert-butyl ester ethyl ester (4.7 g, 25 mmol) in a mixture of methanol (23 mL), THF (47 mL) and H2O (14 mL). The reaction mixture was stirred for 1 hour at room temperature then concentrated to afford 4.0 g (96%) of lithium tert-butoxycarbonyl-acetate. 1H NMR: (DMSO-d6): δ 2.8 (s, 2H), 1.4 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039463B2
Source datasetuspto-grants-2011_10
ORD IDord-933283191230445e9cdc4c7ddf1ed0c6
Source noteuspto-grants-2011_10