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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809984Generated: October 31, 2026

Water → HCID 67486290, compound

https://huagongshe.com/reaction/1809984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantalpha-Bromo-o-chlorotolueneHCID 11905—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178453761HCID 178453761—
SolventDimethylformamideHCID 6228—
ProductHCID 67486290HCID 67486290—

Reaction Steps

To a mixture of (2-hydroxy-ethyl)-(trans-4-methyl-cyclohexyl)-carbamic acid tert-butyl ester (0.75 g, 2.91 mmol) and 2-chlorobenzylbromide (0.90, 4.37 mmol) in DMF (8 mL) was added NaH (60% in mineral oil, 0.23 g, 5.83 mmol) and the reaction mixture was stirred for 16 h. H2O (4 mL) was added and the mixture was extracted with diethyl ether (3×5 mL). The organic phase was collected and the solvent was removed in vacuo to give the crude product of [2-(2-chloro-benzyloxy)-ethyl]-(4-methyl-cyclohexyl)-carbamic acid tert-butyl ester. This was dissolved in DCM (4 mL) and TFA (4 mL) was added and the mixture was stirred for 2 hs before the volatiles were removed in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362049B2
Source datasetuspto-grants-2013_01
ORD IDord-478ff0f0fa1c4345aca77e8142fe1903
Source noteuspto-grants-2013_01