Sodium Hydroxide → 5-(3-methoxyphenyl)pentanoic Acid
반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15]CC)=[O:14])[CH:6]=[CH:7][CH:8]=1.[OH-].[Na+]>C1COCC1.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH:6]=[CH:7][CH:8]=1참가 물질
4
실험 절차
A mixture of ethyl 5-(3-methoxyphenyl)pentanoate (1 equivalent) and sodium hydroxide (3 equivalents) in THF/H2O was heated at reflux overnight. THF was evaporated, the aqueous phase acidified with 6N HCl to pH<5, and then extracted with a mixture of chloroform:isopropyl alcohol (3:1, 5 times). The organic phase was dried over anhydrous sodium sulfate. A light yellow oil was obtained in more than 85% yield after removal of the solvent: 1H NMR δ 7.20 (m, 1H), 6.79-6.73 (m, 3H), 3.80 (s, 3H), 2.62 (m, 2H), 2.38 (m, 2H), 1.68 (m, 4H).
후처리
- temperaturewas heated
- temperatureat reflux overnight
- customTHF was evaporated
- extractionextracted with a mixture of chloroform:isopropyl alcohol (3:1, 5 times)
- dry with materialThe organic phase was dried over anhydrous sodium sulfate
- customA light yellow oil was obtained in more than 85% yield
- customafter removal of the solvent
출처 및 근거
- ORD 기록
- ord-5b8102ccb4b84e35ab9a4a493325f3a7
- 출처 데이터셋
- uspto-grants-2007_09
- 특허 번호
- US07273880B2
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