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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532956Generated: October 30, 2026

Benzaldehyde → 1-Phenylbut-3-en-1-ol

https://huagongshe.com/reaction/1532956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantAllyl bromideHCID 7841—
ReactantTetrahydrofuranHCID 8028—
CatalystZincHCID 23994—
SolventDiethyl EtherHCID 3283—
SolventAmmonium ChlorideHCID 25517—
Product1-Phenylbut-3-en-1-olHCID 220119—

Reaction Steps

39 g (0.6 mol) of zinc powder were added at 0° C., a little at a time, to a solution of 53 g (0.5 mol) of benzaldehyde and 73 g (0.6 mol) of allyl bromide in 500 ml of saturated NH4Cl solution/100 ml of THF. The mixture was stirred for 4 hours at room temperature and diluted with ether, and the solid constituents were filtered off with suction. After washing with ether, the phases were separated, and the organic phase was washed with water (2×) and saturated NaCl solution. Drying and concentrating gave 65.2 g (88% of theory) of a colorless oil which was further employed directly.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06207668B1
Source datasetuspto-grants-2001_03
ORD IDord-8acf54bbeb6b45ef9914e22721e0adc5
Source noteuspto-grants-2001_03