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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 604714Generated: November 1, 2026

Ammonium Chloride → HCID 46205467, compound

https://huagongshe.com/reaction/604714

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant4-BromophenetoleHCID 68523—
Reactant4-(Benzyloxy)-3-bromobenzaldehydeHCID 1494338—
ReactantHCID 178418244HCID 178418244—
SolventTetrahydrofuranHCID 8028—
ProductHCID 46205467HCID 4620546787.7%

Reaction Steps

Then, 1.6 M n-butyllithium hexane solution (22.9 mL) was added to a mixture of 4-bromophenetole (7.3 g, 0.037 mol) and tetrahydrofuran (70 mL) at −78° C. After stirred for 0.5 hours, 4-benzyloxy-3-bromobenzaldehyde (7.0 g, 0.024 mol) in a tetrahydrofuran (70 mL) solution was added and further stirred for 15 minutes, and the reaction mixture was warmed to room temperature. After the reaction mixture was added with a saturated ammonium chloride aqueous solution and extracted with ethyl acetate, the organic phase was washed with brine and dried with anhydrous magnesium sulfate. After the desiccant was filtered off, the residue obtained by evaporating the solvent under reduced pressure was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to obtain colorless oily [4-(benzyloxy)-3-bromophenyl](4-ethoxyphenyl)methanol (8.7 g, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910619B2
Source datasetuspto-grants-2011_03
ORD IDord-aea1f97636494628ab8c837ae720fa32
Source noteuspto-grants-2011_03