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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81348Generated: October 30, 2026

Boron tribromide → 7-Hydroxy-2,3,3-trimethyl-2,3-dihydro-isoindol-1-one

https://huagongshe.com/reaction/81348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
ReactantHCID 58522518HCID 58522518—
SolventDichloromethaneHCID 6344—
Product7-Hydroxy-2,3,3-trimethyl-2,3-dihydro-isoindol-1-oneHCID 58522665—

Reaction Conditions

Temperature-78 °C

Reaction Steps

7-methoxy-2,3,3-trimethyl-2,3-dihydro-isoindol-1-one (0.18 g) is dissolved in CH2Cl2 (4.5 mL) and cooled to −78° C. After the addition of BBr3 (1 molar in CH2Cl2, 2.92 mL) the reaction mixture is allowed to warm up to −10° C. within 3 h. For working up it is diluted with CH2Cl2 and extracted with NaCl solution (H2O, 10%). The organic phase is dried on magnesium sulphate, filtered off from the desiccant and the solvent is eliminated in vacuo. The residue is used in the next reaction step without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846689B2
Source datasetuspto-grants-2014_09
ORD IDord-b67b5c2832114e57b67e38cafa08118f
Source noteuspto-grants-2014_09