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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093850Generated: November 1, 2026

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 5-(Cyclopropylmethoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzodioxole

https://huagongshe.com/reaction/2093850

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 5017741—
ReactantHCID 66866695HCID 66866695—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product5-(Cyclopropylmethoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzodioxoleHCID 66866698—

Reaction Steps

A stirred solution of 5-cyclopropylmethoxy-benzo[1,3]dioxole from example A8 (38.44 g; 200.0 mmol) in dry THF (500 mL) is cooled to −40° C. before n-butyl lithium (138.0 mL; 1.6 M solution in hexane; 220 mmol) is slowly added via syringe. After complete addition, stirring is continued at −40° C. for two hours. At −78° C. neat 2-iso-propoxy-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (40.95 g; 220.0 mmol) is added via syringe and stirring is continued at −78° C. for two hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445501B2
Source datasetuspto-grants-2013_05
ORD IDord-3823777d55a441ffb2135b3b25e402a2
Source noteuspto-grants-2013_05