Hydrogen Bromide → 5-Bromoisoindoline

HRID 2208585Notes

Reaction equation

Br.C(O)(=O)CC.C1(O)C=CC=CC=1.[Br:14][C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][CH:23]=1)[CH2:20][N:19](S(C1C=CC(C)=CC=1)(=O)=O)[CH2:18]2>>[Br:14][C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][CH:23]=1)[CH2:20][NH:19][CH2:18]2

Participants

Reactant 4

HCID 260Hydrogen Bromide

HCID 996Phenol

HCID 1032Propionic Acid

HCID 151678985-Bromo-2-(p-tolylsulfonyl)isoindoline

Product 1

HCID 147958715-Bromoisoindoline

Procedure

To a solution of aqueous hydrobromic acid (16 mL, 48% solution in water), propionic acid (2.8 mL) and phenol (2 g) was added 5-bromo-2-(p-tolylsulfonyl)isoindoline (2.4 g, 6.8 mmol).

Sources & evidence

ORD record: ord-fbc84bc6c88c4201ae0bd2556ffc733a
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09376454B2

Reaction notes

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