Ammonia → HCID 135674607, compound

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Reaction Steps

Under a hood, carbonyldiimidazole (5.56 g; 0.0312 mol) is added gradually to a stirred solution of the acid obtained in Example 1 (11 g; 0.0312 mol) in 150 ml of dry tetrahydrofuran. The stirring is continued for 11/2 hours at ambient temperature, and the solution is then poured into 100 ml of liquid NH3 and the whole is stirred until the evaporation of the ammonia has ended (about 3 hours). The residue is evaporated to dryness in vacuo. The residue is dissolved in CH2Cl2 and the methylene chloride solution is washed with water and with a saturated solution of sodium bicarbonate and then dried over MgSO4. Evaporation gives a solid, which is chromatographed on a column (SiO2, AcOEt). The solid obtained is recrystallised from AcOEt (i.e. ethyl acetate) to give a yellow solid.

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