methyl 1-(3-chlorophenyl)-5-oxopyrrolidine-3-carboxylate synthesis
- Product Name:methyl 1-(3-chlorophenyl)-5-oxopyrrolidine-3-carboxylate
- CAS Number:133747-67-8
- Molecular formula:C12H12ClNO3
- Molecular Weight:253.68
67-56-1
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133747-67-8
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Yield:133747-67-8 98%
Reaction Conditions:
Stage #1: methanolwith thionyl chloride at 0;
Stage #2: 1-(3-chlorophenyl)-5-oxopyrrolidine-3-carboxylic acid at 0 - 20;
Steps:
[00338] Intermediate 11 A. Methyl l-(3-chlorophenyl)-5-oxopyrrolidine-3-carboxylate (Ref: Tetrahedron, 62:4011-4017 (2006)). To a cold solution of MeOH (8.35 mL) (0 °C) was added thionyl chloride (0.335 mL, 4.59 mmol) dropwise. After 30 min, Intermediate 10 (1 g, 4.17 mmol) was added, and the reaction mixture was warmed to rt. The reaction mixture was then concentrated and the residue dissolved in EtOAc, washed with saturated NaHC03, H20 and brine. The organic layers were dried over Na2S04, filtered and concentrated to yield the desired product (1.04 g, 98%) as yellow oil. MS(ESI) m/z: 254.0 (M+H)+.
References:
WO2013/22818,2013,A1 Location in patent:Paragraph 00338
108-42-9
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97-65-4
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133747-67-8
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