反応 #344904

反応方程式

2-methyl-1,4-dihydrobenzoic acid

polysiloxane

→

2-methylbenzoic acid

溶媒

hexane

decalin

反応条件

後処理

1. 1
   workup.ADDITIONcontaining a homogeneous dispersion of metal particles (0.100 g)
2. 2
   温度The solution was heated
3. 3
   温度to reflux for 19 h
4. 4
   温度On cooling the reaction mixture
5. 5
   抽出extracted with aqueous sodium hydroxide (5%) solution (2×5 mL)
6. 6
   抽出extracted with chloroform (3×4 mL)
7. 7
   乾燥The combined organic layer was dried over anhydrous sodium sulfate
8. 8
   その他Removal of solvent
9. 9
   その他on rotary evaporator

実験手順

To a suspension of 2-methyl-1,4-dihydrobenzoic acid (0.085 g, 0.05 mmol; 81% pure, from Aldrich Chemical Company) in decalin (5 mL) under a nitrogen atmosphere was added the polysiloxane matrix material containing a homogeneous dispersion of metal particles (0.100 g). The solution was heated to reflux for 19 h. On cooling the reaction mixture was diluted with hexane (25 mL) and extracted with aqueous sodium hydroxide (5%) solution (2×5 mL). The basic aqueous solution was acidified and extracted with chloroform (3×4 mL). The combined organic layer was dried over anhydrous sodium sulfate. Removal of solvent on rotary evaporator gave 2-methylbenzoic acid (0.065 g. 96%). IR(KBr) 3600-2000 (br), 2923, 1694, 1300, 920, 731 cm-1. 1H NMR (300 MHz, CDCl3) δ8..03 (ddd, J=8.5, 3.0, 1.5 Hz, 1 H), 7.42 (td, J=8.5, 1.5 Hz, 1H, 7.26 (td, J=8.5, 1.5 Hz, 1H), 7.22 (dd, J=8.5, 1.5 Hz, 1H), 2.64 (s, 3H).

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