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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2366348Generated: October 31, 2026

Ethyl chloroacetate → HCID 55288043, compound

https://huagongshe.com/reaction/2366348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroacetateHCID 7751—
ReactantSodium hydrideHCID 24758—
ReactantL-ValinolHCID 640993—
SolventTolueneHCID 1140—
ProductHCID 55288043HCID 5528804367.2%

Reaction Steps

To an ice-cold, stirred suspension of sodium hydride (2.59 g, 64.8 mmol) in toluene (90 mL) was added dropwise a solution of (S)-2-amino-3-methylbutan-1-ol (3 g, 29.1 mmol) in toluene (60 mL). The reaction was then warmed to room temperature and a solution of ethyl chloroacetate (3.56 g, 29.1 mmol) in toluene (16 mL) was added dropwise. The resulting mixture was heated to reflux for 20 h under nitrogen and then concentrated under vacuum. The residue was purified by flash chromatography to afford 2.8 g of product (MS: (M+H)=144.3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697739B2
Source datasetuspto-grants-2014_04
ORD IDord-470b20a384fb445c88e5363b5a6f05e1
Source noteuspto-grants-2014_04