Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1037037Generated: November 2, 2026

Hydrochloric Acid → 6-(2-aminoethyl)-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol hydrochloride

https://huagongshe.com/reaction/1037037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(E)-3,3-dimethyl-6-(2-nitrovinyl)benzo[c][1,2]oxaborol-1(3H)-olHCID 86685484—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product6-(2-aminoethyl)-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol hydrochlorideHCID 86685482—

Reaction Steps

To a solution of (E)-3,3-dimethyl-6-(2-nitrovinyl)benzo[c][1,2]oxaborol-1(3H)-ol (117 mg, 0.5 mmol) in MeOH (15 mL) at rt was added Pd(OH)2 (20%) dust (48 mg, 0.078 mmol) and HCl (3N, 0.3 mL). The reaction mixture was stirred at rt for 8 h under H2 atmosphere. Methanol was added and the mixture was filtered through Celite. The organic layer was concentrated under reduced pressure to give the crude compound 6-(2-aminoethyl)-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol hydrochloride as a light yellow oil. It was used in next step without further purification. MS: m/z=206.1 (M+1, ESI+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546357B2
Source datasetuspto-grants-2013_10
ORD IDord-512b50dc05dc4a01ab435b84c4b2c149
Source noteuspto-grants-2013_10