Reaction #4130890
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a463987667c44b1e9705292d192ca7abNo renderable structure data available
CC(C)(C#N)NC(=O)OCC1=CC=CC=C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | benzyl N-(2-cyanopropan-2-yl)carbamate |
|---|---|
| IUPAC Name | — |
| CAS Number | 100134-82-5 |
| Database ID | 18442523 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
benzyl N-(2-cyanopropan-2-yl)carbamate (CAS 100134-82-5) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 18442523
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
8 reactions · 8 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a463987667c44b1e9705292d192ca7abConditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Acetone cyanohydrin (17 grams, 200 mmol) was added to 400 mL of a 2M solution of NH3 in methanol and the resulting mixture stirred under N2 for 4 days. The solvent was removed in vacuo and the remaining residue dissolved in 250 mL of H2O. After cooling to 10° C., the solution was treated with Na2CO3 (21 grams, 200 mmol) and 95% benzyloxy chloroformate (33 mL, 230 mmol) and stirring continued overnight. Ethyl acetate was added and the mixture transferred to a seperatory funnel. The aqueous layer was removed and the ethyl acetate solution washed with saturated NaHCO3. After drying over Na2SO4 the solvent was removed to yield a solid which was triturated with hexanes to provide the title compound. The solvent was removed in vacuo the remaining residue dissolved in 250 mL of H2O stirring continued overnight the mixture transferred to a seperatory funnel The aqueous layer was removed the ethyl acetate solution washed with saturated NaHCO3 After drying over Na2SO4 the solvent was removed to yield a solid which was triturated with hexanes
Source ID: ord-fab6d0212a6e4ba18d0ec4281c48a046Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a463987667c44b1e9705292d192ca7abConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 2-amino-2-methylpropanenitrile in water an equimolar amount of Na2CO3 and a slight excess (1.1 eq) of benzylchloroformate were added, with an external cooling. Reaction mixture was stirred o/n at room temperature, extracted in EtOAc and the organic phase was washed with NaHCO3ss, dried (Na2SO4), filtered and concentrated. Product was obtained as a white solid. Reaction mixture extracted in EtOAc the organic phase was washed with NaHCO3ss dried (Na2SO4) filtered concentrated Product was obtained as a white solid
Source ID: ord-ac47bfd2cc444bf1b99979d731b5f535Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 2-amino-2-methylpropanenitrile in water an equimolar amount of Na2CO3 and a slight excess (1.1 eq) of benzylchloroformate were added, with an external cooling. Reaction mixture was stirred o/n at room temperature, extracted in EtOAc and the organic phase was washed with NaHCO3ss, dried (Na2SO4), filtered and concentrated. Product was obtained as a white solid. Reaction mixture extracted in EtOAc the organic phase was washed with NaHCO3ss dried (Na2SO4) filtered concentrated Product was obtained as a white solid
Source ID: ord-03a8aaeebef04b5e92f10c96722291b4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 2-amino-2-methylpropanenitrile in water an equimolar amount of Na2CO3 and a slight excess (1.1 eq) of benzylchloroformate were added, with an external cooling. Reaction mixture was stirred o/n at room temperature, extracted in EtOAc and the organic phase was washed with NaHCO3ss, dried (Na2SO4), filtered and concentrated. Product was obtained as a white solid. Reaction mixture extracted in EtOAc the organic phase was washed with NaHCO3ss dried (Na2SO4) filtered concentrated Product was obtained as a white solid
Source ID: ord-f9335c83d1044b519587bee0a591ec06Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 2-amino-2-methylpropanenitrile in water an equimolar amount of Na2CO3 and a slight excess (1.1 eq) of benzylchloroformate were added, with an external cooling. Reaction mixture was stirred o/n at room temperature, extracted in EtOAc and the organic phase was washed with NaHCO3ss, dried (Na2SO4), filtered and concentrated. Product was obtained as a white solid. Reaction mixture extracted in EtOAc the organic phase was washed with NaHCO3ss dried (Na2SO4) filtered concentrated Product was obtained as a white solid
Source ID: ord-a3a1dcb0428d485f85485e1228bcb053Conditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Acetone cyanohydrin (17 grams, 200 mmol) was added to 400 mL of a 2M solution of NH3 in methanol and the resulting mixture stirred under N2 for 4 days. The solvent was removed in vacuo and the remaining residue dissolved in 250 mL of H2O. After cooling to 10° C., the solution was treated with Na2CO3 (21 grams, 200 mmol) and 95% benzyloxy chloroformate (33 mL, 230 mmol) and stirring continued overnight. Ethyl acetate was added and the mixture transferred to a seperatory funnel. The aqueous layer was removed and the ethyl acetate solution washed with saturated NaHCO3. After drying over Na2SO4 the solvent was removed to yield a solid which was triturated with hexanes to provide the title compound. The solvent was removed in vacuo the remaining residue dissolved in 250 mL of H2O stirring continued overnight the mixture transferred to a seperatory funnel The aqueous layer was removed the ethyl acetate solution washed with saturated NaHCO3 After drying over Na2SO4 the solvent was removed to yield a solid which was triturated with hexanes
Source ID: ord-fab6d0212a6e4ba18d0ec4281c48a046PubChem References
These sources are listed in the compound's public database record.
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