반응 #2472

반응 방정식

(+)-cis-3-oxo-2-pentyl-1-cyclopentaneacetic acid

dimethyl dicarbonate

→

methyl (±)cis-3-oxo-2-pentyl-1-cyclopentaneacetate

수율 90.0%

용매

methanol

반응 조건

후처리

1. 1
   온도The resulting solution was heated to 45° during 16 h
2. 2
   기타evaporated under vacuum
3. 3
   workup.DISTILLATIONAfter distillation of the residue in a bulb-to-bulb apparatus (oven t. 150°/10 Pa)

실험 절차

104 Mg (0.49 mmole) of (+)-cis-3-oxo-2-pentyl-1-cyclopentaneacetic acid (97:3 cis/trans ratio) in 0.5 ml of methanol were treated with 76 μl of dimethyl dicarbonate [CH3O(CO)O(CO)OCH3, origin: Bayer; 96 mg, 0.72 mmole, 1.5 eq.]. The resulting solution was heated to 45° during 16 h and then evaporated under vacuum. After distillation of the residue in a bulb-to-bulb apparatus (oven t. 150°/10 Pa), there were obtained 100 mg (0.44 mmole, yield 90%) of pure methyl (±)cis-3-oxo-2-pentyl-1-cyclopentaneacetate (97:3 cis/trans ratio).

출처