Dichloromethane → HCID 42641991, compound

Participants

Reaction Steps

To methyl 2-((R)-2-methyl-4-(6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl)piperazin-1-yl)acetate (420 mg, 1.327 mμmol) in 14 mL of MeOH/THF/H2O (3:3:1) was added lithium hydroxide monohydrate (195 mg, 4.645 mmol). After stirring at rt for 3 h when HPLC-MS showed complete conversion, the solvent was evaporated to dryness under high vacuum. The residue was redissolved in water and the solution was adjusted to PH=4 with 2 N HCl, extracted with DCM, dried over Na2SO4, filtered and evaporated to dryness. Column chromatography (SiO2, DCM to DCM/MeOH=100:10 to 100:20 to 100:30) gave 2-((R)-2-methyl-4-(6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl)piperazin-1-yl)acetic acid (360 mg, 89.7% yield) as a white solid. MS (ESI, pos. ion) m/z: 303.2 (M+1).

Provenance & Evidence