5-Bromovaleric acid → HCID 86635534, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1,1,2-trimethyl-1H-benzo[e]indole-7-sulfonic acid (723 mg, 2.5 mmol) in methanol (5 mL) was added a saturated solution of potassium hydroxide in isopropanol (3.134%, 4.913 g, 1.1 eq.) and the resulting suspension was heated at reflux for 2 h. Then the mixture was concentrated and the corresponding potassium salt was obtained. Under nitrogen atmosphere, a mixture of potassium 1,1,2-trimethyl-1H-benzo[e]indole-7-sulfonate and 5-bromovaleric acid (585 mg, 3 mmol) in 3-methyl-2-butanone (5 mL) was heated at 140° C. for 20 h. Removal of the solvent and purification by chromatography (dichloromethane/methanol) afforded 3-(4-carboxybutyl)-1,1,2-trimethyl-1H-benzo[e]indolium-7-sulfonate (70 mg, isolated yield 7.2%). LC-MS: 390.18 [M+].

Provenance & Evidence