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ChemicalBook CAS DataBase List 3-ALLYLPENTANE-2,4-DIONE
3508-78-9

3-ALLYLPENTANE-2,4-DIONE synthesis

12synthesis methods
-

Yield:3508-78-9 97%

Reaction Conditions:

with chloro(1,5-cyclooctadiene)rhodium(I) dimer;(1,3,5-triaza-7-phosphaadamantane) in water;ethyl acetate at 20; for 3.5 h;Inert atmosphere;

Steps:

2.3. Catalytic allylation

Typical procedure for catalytic allylation is shown as follows. In a 25-mL Schlenk tube, [RhCl(1,5-cod)]2 (12.5 mg, 0.025 mmol) and PTA (24.3 mg, 0.155 mmol) were placed under nitrogen atmosphere. Degassed pure water (2.0 mL) was introduced, and the mixture was stirred vigorously for several minutes, then the aqueous solution became a clear yellow solution. AcOEt (2.0 mL), allylic carbonate (68.9 mg, 0.529 mmol) and acetylacetone (50.0 mg, 0.499 mmol) were added to the solution. Biphenyl (15.3 mg, 0.0992 mmol) was added as an internal standard to the solution. After reaction the organic layer was quantitatively analyzed by GLC. All the prepared compounds are known and compared with authentic samples.

References:

Komine, Nobuyuki;Ishiguro, Kohtaro;Kanai, Sachiyo;Hirano, Masafumi;Komiya, Sanshiro [Journal of Organometallic Chemistry,2011,vol. 696,# 10,p. 1927 - 1930] Location in patent:experimental part