3,5-dibromo-1(3H)-Isobenzofuranone synthesis
- Product Name:3,5-dibromo-1(3H)-Isobenzofuranone
- CAS Number:102126-70-5
- Molecular formula:C8H4Br2O2
- Molecular Weight:291.92
64169-34-2
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Yield:102126-70-5 78%
Reaction Conditions:
with N-Bromosuccinimide in chloroform;Inert atmosphere;Heating;
Steps:
Bromination of Phthalides 4a/ 4b Without the RadicalInitiator
General procedure: To take double nacked RB-flask under N2gas atm thenadded 1 eq of phthalide (3a/3b) was stirred in CHCl3(0.1 g/ mL), and 1.6 eq of N-bromosuccinimide has slowly wasadded in portionwise addition into the flask. This reactionmixture was stirred and heated at 60 °C overnight under N2gas. Then TLC was checked to confirm the completion of thestarting materials, the reaction mixture was cooled down atRT. Then the precipitated solid was filtered off, and recrystallizationof the crude product was to obtain compound 4a/4b [25].Compound 4a: Yield: (2 mmol, 0.453 g, 78%,).; Whitesolid.; 1H NMR (600 MHz,CDCl3) δ 7.68-7.72 (m, 3H,ArH), 7.27 (s, 1H, CHBr); 13C NMR (150 MHz, CDCl3)δ166.3, 150.4, 134.6, 130.5, 127.1, 127.0, 123.0, 73.2.
References:
Prabakaran, Kaliyan;Manivannan, Ramalingam;Hyeon, Oh;Son, Young-A. [Journal of Fluorescence,2022,vol. 32,# 6,p. 2199 - 2212]
68837-59-2
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65399-05-5
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586-76-5
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