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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872466Generated: October 31, 2026

Phosphorus tribromide → (R)-2-(1-bromopropan-2-yl)isoindoline-1,3-dione

https://huagongshe.com/reaction/872466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
Reactant2-[(2R)-1-hydroxypropan-2-yl]-2,3-dihydro-1H-isoindole-1,3-dioneHCID 641846—
Product(R)-2-(1-bromopropan-2-yl)isoindoline-1,3-dioneHCID 2733602142.8%

Reaction Steps

(R)-2-(1-hydroxypropan-2-yl)isoindoline-1,3-dione (8.75 g, 43 mmol) and phosphorus tribromide (2.73 ml. 29 mmol) were heated at 175° C. for 50 min. To cooled reaction mixture was added ice (50 ml). Thus formed precipitate was filtered, washed with water and dried under vacuum to obtain 11.1 g (97%) of the title compound. 1H-NMR (400 MHz; d6-DMSO): δ 1.50 (d, 3H), 3.85 (m, 1H), 4.01 (m, 1H), 4.49 (m, 1H), 7.88 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975254B2
Source datasetuspto-grants-2015_03
ORD IDord-2d67e0caf1f4416aa7f3e3e499dec02f
Source noteuspto-grants-2015_03