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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928934Generated: October 31, 2026

Benzyl Bromide → HCID 89704778, compound

https://huagongshe.com/reaction/928934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantBenzyl ChlorideHCID 7503—
ReactantSodium CarbonateHCID 10340—
ReactantPotassium CarbonateHCID 11430—
ReactantSulfolaneHCID 31347—
ReactantSodium BicarbonateHCID 516892—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 89704773HCID 89704773—
Reactantsodium 2-methylpropan-2-olateHCID 178418730—
SolventAcetoneHCID 180—
SolventDimethyl SulfoxideHCID 679—
SolventDiethyl EtherHCID 3283—
SolventMethyl Ethyl KetoneHCID 6569—
SolventHexamethylphosphoramideHCID 12679—
Solvent2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-HCID 81646—
ProductHCID 89704778HCID 89704778—

Reaction Steps

5-(Benzyloxy)-3,4-difluoro-2-((2-fluorophenyl)amino)benzoic acid can be protected by acid or hydroxyl protection reagent (such as BnBr, BnCl) at ambient temperature in the presence of base (includes Na2CO3, K2CO3, NaHCO3, KHCO3, t-BuOK, t-BuONa) in appropriate inert solvent (include aliphatic and aromatic hydrocarbon (such as pentane, hexane, heptane, cyclohexane, petroleum ether, petrol, gasoline, benzene, toluene, xylene), aliphatic and aromatic halo-hydrocarbon (such as dichloromethane, 1,2-dichloroethane, chloroform, phenixin, chlorobenzene, o-dichlorobenzene), ether (such as diethyl ether, dibutyl ether, glycol dimethyl ether, 2-methoxyethyl ether, tetrahydrofuran, dioxane), ketone (such as acetone, methyl ethyl ketone, methyl isopropyl ketone, methyl isobutyl ketone), ester (such as ethyl acetate, methyl acetate), nitrile (such as acetonitrile, propiononitrile), amide (such as N,N-dimethylformamide, N,N-dimethylacetamide and N-methylpyrrolidin-2-one), DMSO, sulfolane, HMPA, DMPU, prefer acetone and methyl ethyl ketone). The reaction proceeds for several hours (3-12 h, prefer 5-10 h). Benzyl 5-(benzyloxy)-3,4-difluoro-2-((2-fluorophenyl)amino)benzoate is obtained after conventional workup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290468B2
Source datasetuspto-grants-2016_03
ORD IDord-f42bdeda6bba4ae2a15c84eeb83b4b32
Source noteuspto-grants-2016_03