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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809895Generated: October 31, 2026

Water → HCID 86634657, compound

https://huagongshe.com/reaction/1809895

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
ReactantHCID 86634658HCID 86634658—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 86634657HCID 8663465765.1%

Reaction Steps

To a mixture of tert-butyl [(3R)-1-(trans-2-hydroxycyclohexyl)pyrrolidin-3-yl]carbamate (0.70 g, 2.46 mmol) and 60% NaH (0.108 g, 2.71 mmol) in DMF (5 mL) at 0° C. was added benzyl bromide (0.79 mL, 2.71 mmol). After being stirred overnight under N2, water and EtOAc were added. The aqueous layer was extracted with EtOAc (3×). The combined organic layers were dried (MgSO4), concentrated and flash chromatographed (EtOAc to 10% MeOH/EtOAc) to give 0.60 g of the title compound. MS (EI) calcd: (M+H)+=375.3. Found: 375.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362003B2
Source datasetuspto-grants-2013_01
ORD IDord-f71c8320d8ad4f2887124503af07dff3
Source noteuspto-grants-2013_01