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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 131655Generated: October 31, 2026

Ethyl ketone → HCID 11711011, compound

https://huagongshe.com/reaction/131655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl ketoneHCID 7288—
ReactantSodium SulfateHCID 24436—
ReactantSodium AcetateHCID 517045—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 131726919HCID 131726919—
CatalystAcetic AcidHCID 176—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 11711011HCID 11711011—

Reaction Conditions

Temperature40 °C

Reaction Steps

A mixture of 2-(S)-amino-pentanoic acid [5-(5-hydroxy-1,5-dimethyl-hexyl)-thiazol-2-yl]-amide HCl salt (200 mg, 0.55 mmol) and 3-pentanone (237 mg, 2.76 mmol), 5 drops of acetic acid, sodium acetate (100 mg), sodium sulfate (100 mg) and sodium cyanoborohydride (222 mg, 2.75 mmol) in dichloroethane (15 mL) was stirred at 40° C. overnight. The mixture was quenched with water, and extracted with methylene chloride. The organic layer was concentrated to dryness. The residue was purified by Shimadzu HPLC to give 2-(S)-(1-ethyl-propylamino)-pentanoic acid [5-(5-hydroxy-1,5-dimethyl-hexyl)-thiazol-2-yl]-amide as a colorless oil, LC-MS, RT=1.6 min, M+1=398.6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07384968B2
Source datasetuspto-grants-2008_06
ORD IDord-971115c9267b4867911291f4b78ba108
Source noteuspto-grants-2008_06