Abstract:π-Oxocamphor in total yield of 35% was synthesized by esterification, hydrolysis and oxidation from (+)-π-bromocamphor which was prepared from (+)-camphor by twice bromination and reduction reaction. The optimum reaction conditions was determined: (1) Bromination: n((+)-camphor):n(bromine) = 1:1.4, glacial acetic acid as solvent, reaction time was 6 h at 80℃, the yield of (+)-α–bromi nation camphor was 88.5%; n((+)-α-bromination camphor):n(bromine) = 1:1.1, chlorosulfonic acid as adjuvant, reaction time was 2h at room temperature, the yield of (+)-α,π-dibromination camphor was 80.1%. (2) Reduction: n((+)-α,π- dibromination camphor):n(zinc) = 1:3, glacial acetic acid as solvent, ice bath response with 3 h, the yield of (+)-π-bromination camphor was 66.3%. (3) Esterification –hydrolysis: n((+)-π-bromination camphor):n(potassium acetate)= 1:1.5, glacial acetic acid as solvent, esterification reaction time was 30 h at 190 ℃. Then removed the solvent, and reacted at the reflux temperature in the hydrolysate(V(CH3COOH) : V(w = 55% potassium hydroxide) = 1:9)about 2.5h to give the (+)-π-hydroxyl camphor in about 78.1% yield. (4) Oxidation: choose chlorine pyridine chromium acid salt (PCC) as oxygenant, n(PCC):n((+)-π-oxycamphor)=2:1,CH2Cl2 as solvent, with nitrogen protection reacted 2h under room temperature, the yield of π-oxidation camphor was 95.5%. The structure of the intermediates and target products was confirmed by IR, GC-MS and 1H NMR.