Methyl 3-cyclopentenecarboxylate synthesis
- Product Name:Methyl 3-cyclopentenecarboxylate
- CAS Number:58101-60-3
- Molecular formula:C7H10O2
- Molecular Weight:126.15
Yield:58101-60-3 96%
Reaction Conditions:
with potassium carbonate in DMF (N,N-dimethyl-formamide) at 20; for 16 h;
Steps:
2.A Step A
To a solution of 3-cyclopentene-1-carboxylic acid (Org. Synth. 75, PL95-200, 1998) (31.5 g, 281 mmol) in anhydrous N, N-DIMETHYLFORMAMIDE (300 mL), under an atmosphere of nitrogen, was added potassium carbonate (97 g, 703 mmol), and iodomethane (35 mL, 563 mmol). The resulting mixture was stirred at room temperature for 16 hours, then poured into water (1 litre), and extracted with diethyl ether (3 x 400 mL). The combined diethyl ether layers were washed with water (3 x 500 mL), saturated NACL (200 mL), dried over MGS04, filtered and concentrated I71 VACUO, to give 34 g (96 %) of crude product. H NMR (CDC13, 500 MHz) : 8 5.64 (s, 2H), 3.68 (s, 3H), 3.11 (quintet, J = 8.5 Hz, 1H), 2.63 (d, J = 8.3 Hz, 4 H).
References:
MERCK & CO., INC. WO2004/41777, 2004, A2 Location in patent:Page 41-42
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