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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913359Generated: November 1, 2026

Hydrochloric Acid → 3-METHYLTHIOPHENE-2-BORONIC ACID

https://huagongshe.com/reaction/1913359

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriisopropyl borateHCID 21531—
Reactant2-Bromo-3-methylthiopheneHCID 84314—
ReactantButyllithiumHCID 178418339—
Product3-METHYLTHIOPHENE-2-BORONIC ACIDHCID 327643793%

Reaction Steps

2-Bromo-3-methylthiophene was treated with n-BuLi (1.6 M in hexanes, 38.8 mL, 62.1 mmol), triisopropyl borate (15.1 mL, 65.4 mmol) and HCl(aq) (2.7 N, 52.5 mL) as for 1 to give the title compound 5 (7.2 g, 93% yield) as a brown solid: 1H NMR (CD3OD) δ 7.27 (d, J=5.5 Hz, 1H), 6.80 (d, J=5.5 Hz, 1H), 2.16 (s, 3H). This material was used directly in Suzuki cross coupling reactions.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609708B2
Source datasetuspto-grants-2013_12
ORD IDord-89d1fee75ef34846ae74ade8807e891a
Source noteuspto-grants-2013_12