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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1371283Generated: October 31, 2026

Potassium Bromide → HCID 53916216, compound

https://huagongshe.com/reaction/1371283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium BromideHCID 253877—
Reactant5-(Phenylmethyl) hydrogen D-glutamateHCID 6994624—
ReactantSodium NitriteHCID 23668193—
SolventSulfuric AcidHCID 1118—
ProductHCID 53916216HCID 5391621687.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of D-glutamic acid γ-benzyl ester (5.00 g, 21 mmol) and KBr (7.5 g, 63 mmol) in 2.5N H2SO4 (35 mL) at 0° C. (ice bath) was added NaNO2 (2.45 g, 35.5 mmol) in small portions over 1.5 hrs keeping the internal temperature below 5° C. The resulting mixture was stirred at 0° C. for 1 hr and at room temperature for 45 min. The mixture was extracted with Et2O, extract washed with water and saturated NaCl solution, dried over anhydrous Na2SO4 and evaporated to dryness. The residue was taken up in CH2Cl2, re-dried over Na2SO4 and evaporated to dryness to give crude (2R)-2-bromo-4-carbobenzyloxy-butyric acid (5.52 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07157430B2
Source datasetuspto-grants-2007_01
ORD IDord-1ef460bd89864957b97fc2dc76185f11
Source noteuspto-grants-2007_01