Tetrahydrofuran → Methyl 3-hydroxy-5-{[(3S)-oxolan-3-yl]oxy}benzoate

반응식

C1(C[O:8][C:9]2[CH:10]=[C:11]([CH:16]=[C:17]([O:19][C@H:20]3[CH2:24][CH2:23][O:22][CH2:21]3)[CH:18]=2)[C:12]([O:14][CH3:15])=[O:13])C=CC=CC=1.C1COCC1>[Pd].C(O)C>[OH:8][C:9]1[CH:10]=[C:11]([CH:16]=[C:17]([O:19][C@H:20]2[CH2:24][CH2:23][O:22][CH2:21]2)[CH:18]=1)[C:12]([O:14][CH3:15])=[O:13]

참가 물질

실험 절차

10% Palladium on carbon (1.2 g) was added to a mixture of methyl 3-[(phenylmethyl)oxy]-5-[(3S)-tetrahydrofuran-3-yloxy]benzoate (12 g, 36.54 mmol), in ethanol (80 mL) and THF (80 mL) in an argon filled flask. The flask was evacuated and the atmosphere replaced with hydrogen. The mixture was stirred for 20 hours, filtered through Celite® and the solvent removed in vacuo to give the desired compound as a white solid (8.41 g).