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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 889263Generated: October 28, 2026

2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → (E)-2,2-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pent-4-en-1-ol

https://huagongshe.com/reaction/889263

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 5233012—
Reactant2,2-Dimethylpent-4-en-1-olHCID 10749158—
CatalystHCID 178479819HCID 178479819—
SolventDichloromethaneHCID 6344—
Product(E)-2,2-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pent-4-en-1-olHCID 68431549—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 2,2-dimethylpent-4-en-1-ol (4.9 g, 42.9 mmol) in DCM (500 mL) is added 4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborolane (22 mL, 128 mmol) and Grubbs catalyst (3.53 g, 4.29 mmol), and the mixture is heated at 40° C. for 18 h. The mixture is concentrated and washed with sat. NaHCO3 and purified to give the title compound as a greenish crystalline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252820B2
Source datasetuspto-grants-2012_08
ORD IDord-0024ec0f369d44e994f9639049b22e01
Source noteuspto-grants-2012_08