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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2377200Generated: November 1, 2026

Ammonium Chloride → 1-(6-Benzyloxy-5-tert-butyl-4'-methyl-3-biphenylyl)prop-2-yn-1-ol

https://huagongshe.com/reaction/2377200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant6-Benzyloxy-5-tert-butyl-4'-methyl-3-biphenylcarbaldehydeHCID 12084818—
ReactantHCID 178418486HCID 178418486—
SolventTetrahydrofuranHCID 8028—
Product1-(6-Benzyloxy-5-tert-butyl-4'-methyl-3-biphenylyl)prop-2-yn-1-olHCID 1208481989%

Reaction Conditions

Temperature0 °C

Reaction Steps

780 mg (2.2 mmol) of 6-benzyloxy-5-tert-butyl-4′-methyl-3-biphenylcarbaldehyde are dissolved in 50 mL of THF, and the reaction medium is cooled to 0° C. 5.7 mL (2.8 mmol) of 0.5 M ethynylmagnesium bromide solution are added slowly. The medium is stirred at 0° C. for 2 hours and the reaction is then treated with a saturated ammonium chloride solution. The residue obtained is purified by chromatography on a column of silica (eluent: 9 heptane/1 ethyl acetate). A yellow oil is obtained (m=740 mg; yield=89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07468457B2
Source datasetuspto-grants-2008_12
ORD IDord-88d41b50658a42c0b8887c92d399ce81
Source noteuspto-grants-2008_12