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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1039960Generated: November 1, 2026

Ethyl Acetate → HCID 67247653, compound

https://huagongshe.com/reaction/1039960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium SulfiteHCID 24437—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 67249435HCID 67249435—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67247653HCID 6724765358.7%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of the product of Step 2 (1.4 g, 4.7 mmol) in DMF (15 mL) was added NBS (0.963 g, 5.41 mmol) and the resulting solution heated to 55° C. After 60 min the reaction was cooled and a solution of sodium sulfite (500 mg) in water (30 mL) was added followed by EtOAc. The layers were separated, the aqueous layer was back extracted twice with EtOAc and the combined organics were dried with MgSO4, filtered, and concentrated in vacuo. The crude residue was purified by flash chromatography to afford propan-2-yl-4-(5-bromo-1,3-thiazol-2-yl)-4-hydroxy-2,6 dimethylcyclohexanecarboxylate (1.04 g, 2.76 mmol) MS ESI: [M+H]+ m/z 375.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551984B2
Source datasetuspto-grants-2013_10
ORD IDord-8e3506fbd6ee4112b24a22ad8f1e5002
Source noteuspto-grants-2013_10