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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2186494Generated: October 31, 2026

Hydrazine hydrate (1:1) → HCID 53854485, compound

https://huagongshe.com/reaction/2186494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantMethyl (3S)-3-hydroxy-3-phenylpropanoateHCID 6993014—
SolventMethanolHCID 887—
ProductHCID 53854485HCID 5385448574%

Reaction Conditions

Temperature70 °C

Reaction Steps

In a 1 liter four-necked flask were charged 200 g (1.11 mol) of methyl (S)-3-hydroxy-3-phenylpropionate (optical purity: 87%e.e.), 77.8 g (1.56 mol) of hydrazine monohydrate, and 400 ml of methanol, and the mixture was heated at 70° C. for 3 hours. The reaction mixture was cooled to 5° C. with ice-water, followed by filtration. The collected crystals were dissolved in 4.7 liter of methanol while hot and cooled to 5° C. The crystals thus precipitated were collected by filtration and dried to give 148 g (74%) of the title compound. Melting point: 179.5° C. Optical purity: >99.9%e.e.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06403804B1
Source datasetuspto-grants-2002_06
ORD IDord-34ada7f8a70847bf8556453df6d9769e
Source noteuspto-grants-2002_06