Toluene → Methyl 2-(1,4-dioxaspiro[4.5]decan-8-ylidene)acetate
반응식
[O:1]1[C:5]2([CH2:10][CH2:9][C:8](=O)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.CC1C([P+]([O:32][C:33]([CH3:35])=[O:34])(C2C=CC=CC=2)C2C=CC=CC=2)=CC=CC=1.[C:36]1(C)C=CC=CC=1>>[CH3:36][O:32][C:33](=[O:34])[CH:35]=[C:8]1[CH2:9][CH2:10][C:5]2([O:4][CH2:3][CH2:2][O:1]2)[CH2:6][CH2:7]1참가 물질
4
실험 절차
A solution of 1,4-dioxa-spiro[4.5]decan-8-one (5.00 g, 32.0 mmol) in 65 mL of anhydrous toluene was treated with methyl(triphenylphosphoranylidene) acetate (13.9 g, 41.6 mmol). The mixture was stirred at reflux for 18 h under nitrogen. Solvent was removed and the crude was purified by silica gel column chromatography using a 20% EtOAc:hexanes mixture as eluent to afford (1,4-dioxa-spiro[4.5]dec-8-ylidene)-acetic acid methyl ester (5.51 g, 81%) as a colorless oil.