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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 723007Generated: October 30, 2026

Benzyl Bromide → HCID 11472242, compound

https://huagongshe.com/reaction/723007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantCesium carbonateHCID 10796—
Reactant1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 85083—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 11472242HCID 1147224288%

Reaction Steps

The solution of 33 mg (0.10 mmol) of Cs2CO3 in 0.1 ml of distilled water was added to the solution of 43 mg (0.20 mmol) Boc-Pro-OH in 2 ml of anhydrous ethanol. The mixture was stirred at room temperature for 40 min and then evaporated to dryness. The residue was dried over anhydrous CaCl2 to provide a colorless powder which was dissolved in 1 ml of DMF. To the DMF solution 34 mg (0.2 mmol) of benzyl bromide was added slowly. The mixture was stirred at 50° C. for 16 hr and the formed precipitates of CsBr were filteled. The filtrate was evaporated to dry. The residue was dissolved in 20 ml of ethyl acetate and the solution was washed with saturated solution of NaHCO3, NaCl and 5% solution of KHSO4 successively. The organic phase was separated and dried over anhydrous NaSO4. After filtration the filtrate was evaporated at 37° C. to provide 54 mg (88%) of the title compound as a colorless syrupy.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138491B2
Source datasetuspto-grants-2006_11
ORD IDord-9c564ecdeef84e12b2617c18be966a7f
Source noteuspto-grants-2006_11