benzyl 1-formylcyclopropylcarbamate synthesis
- Product Name:benzyl 1-formylcyclopropylcarbamate
- CAS Number:103500-23-8
- Molecular formula:C12H13NO3
- Molecular Weight:219.24
851726-81-3
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103500-23-8
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Yield:103500-23-8 89%
Reaction Conditions:
Stage #1: benzyl {1-[methoxy(methyl)carbamoyl]cyclopropyl}carbamatewith lithium aluminium tetrahydride in tetrahydrofuran; for 0.5 h;Cooling with ice;
Stage #2: with sodium hydroxide in water at 20; for 1 h;
Steps:
2.2
Step 2: benzyl(1-formylcyclopropyl)carbamate A tetrahydrofuran (160 ml) solution of the compound (8.00 g, 28.7 mmol) obtained in Step 1 above was cooled on ice. Subsequently, lithium aluminum hydride (1.65 g, 43.5 mmol) was added in small moieties and the resulting mixture was stirred at the same temperature for 30 minutes. Water (1.65 ml), 15% aqueous sodium hydroxide solution (1.65 ml), and water (4.95 ml) were added and the resulting mixture was returned to room temperature and stirred for 1 hour. Insoluble matter was removed by filtration and the residue was concentrated to give the title compound (5.60 g, 89%) as a colorless solid. 1H-NMR (400 MHz, CDCl3) δ: 1.29-1.55 (4H, m), 5.16 (2H, s), 5.45 (1H, brs), 7.27-7.38 (5H, m), 9.13 (1H, s).
References:
EP2298778,2011,A1 Location in patent:Page/Page column 93
103500-22-7
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![Cyclopropanecarboxylic acid, 1-[[(phenylMethoxy)carbonyl]aMino]-, ethyl ester](/CAS/GIF/85452-41-1.gif)
85452-41-1
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103500-23-8
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103500-22-7
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501-53-1
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103500-23-8
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85452-41-1
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103500-23-8
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