HCID 54220051, 화합물 → HCID 14348594, 화합물
반응식
[CH:1]([C:6]1[C:11]([CH3:12])=[C:10]([O:13][CH3:14])[C:9]([CH3:15])=[CH:8][C:7]=1[CH2:16][CH2:17][CH2:18][C:19]([O:21]C)=[O:20])=[CH:2][C:3](=[O:5])[CH3:4].C(OC)(=O)[CH2:24][C:25](OC)=[O:26].[Na]>CO>[C:19]([CH2:18][CH2:17][CH2:16][C:7]1[C:6]([CH:1]2[CH2:24][C:25](=[O:26])[CH:4]=[C:3]([OH:5])[CH2:2]2)=[C:11]([CH3:12])[C:10]([O:13][CH3:14])=[C:9]([CH3:15])[CH:8]=1)([OH:21])=[O:20]참가 물질
4
반응 조건
- 온도
- 60 °C
실험 절차
Methyl 4-(2-(but-1-en-3-one-1-yl)-3,5-dimethyl-4-methoxyphenyl)butyrate (5.0 g) and sodium dimethyl malonate (6 g equiv) were stirred and heated at reflux in dry methanol (60 ml) for 6 hr. The solvent was evaporated under reduced pressure and the residue was heated at reflux with a 10% excess of an aqueous potassium hydroxide solution (60 ml) for 8 hr. The cooled mixture was extracted with diethyl ether. The aqueous fraction was heated to 60° C. and was acidified by slow addition of a dilute aqueous hydrochloric acid solution. The cooled mixture was extracted with ethyl acetate. The dried (MgSO4) organic fraction was evaporated to give 5-(6-[3-(carboxy)propyl]-2,4-dimethyl-3-methoxyphenyl)-3-hydroxycyclohex-2-en-1-one as a pale yellow foam. Pmr spectrum (acetone-d6 ; δ in ppm): 1.6-3.7 (11H,m); 2.28 (3H,m); 2.43 (3H,s); 3.65 (3H,s); 5.52 (1H,s); 6.91 (1H,s); 8.6 (2H,brs).