Reaction #3865500
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e5277519c0af450184fa49c3718d3f9cNo renderable structure data available
CCC(CC)(C(=O)OCC)NChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | ethyl 2-amino-2-ethylbutanoate |
|---|---|
| IUPAC Name | — |
| CAS Number | 189631-96-7 |
| Database ID | 437603 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
ethyl 2-amino-2-ethylbutanoate (CAS 189631-96-7) 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 437603
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e5277519c0af450184fa49c3718d3f9cConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-fb4e5dfd6c5744679c3ef306822d62d0Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f478de4027664c158f6e55b8dcdd5b9cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-(isobutylsulfonyl)picolinic acid (Example 351 b) and 2-amino-2-ethyl-butanoic acid ethyl ester (CAN 189631-96-7) as starting materials. MS (EI): m/e=425.4 [M+H]+.
Source ID: ord-410e2300b23a4ea195b930cb5422380eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-(isobutylsulfonyl)picolinic acid (Example 351 b) and 2-amino-2-ethyl-butanoic acid ethyl ester (CAN 189631-96-7) as starting materials. MS (EI): m/e=425.4 [M+H]+.
Source ID: ord-410e2300b23a4ea195b930cb5422380eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-(isobutylsulfonyl)picolinic acid (Example 351 b) and 2-amino-2-ethyl-butanoic acid ethyl ester (CAN 189631-96-7) as starting materials. MS (EI): m/e=425.4 [M+H]+.
Source ID: ord-fbd5b6d27b4a435cac2e6e23c2b0ee8aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-(isobutylsulfonyl)picolinic acid (Example 351 b) and 2-amino-2-ethyl-butanoic acid ethyl ester (CAN 189631-96-7) as starting materials. MS (EI): m/e=425.4 [M+H]+.
Source ID: ord-fbd5b6d27b4a435cac2e6e23c2b0ee8aConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-fb4e5dfd6c5744679c3ef306822d62d0Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f478de4027664c158f6e55b8dcdd5b9cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of ethyl 2-[(diphenylmethylene)amino]-2-ethylbutanoate (20.79 g, 64.3 mmol), prepared in the previous step, in 200 mL of diethyl ether was cooled under nitrogen to ice-bath temperature. 1 N HCl (96 mL, 96.0 mmol) was added dropwise over 45 min. After the addition, the ice-bath was removed and the stirring continued for 15 h. The diethyl ether layer was separated and the aqueous layer was extracted two times with 50 mL of methylene chloride. The methylene chloride extracts were extracted two times with 40 mL of 2 N HCl. The aqueous layers were combined and concentrated under reduced pressure to give an oil. The oil was taken up in 200 mL of saturated NaHCO3 and stirred for 30 min. The aqueous layer was then extracted five times with methylene chloride. The organic extracts were dried (anhydrous MgSO4), filtered and the solvent removed under reduced pressure to give ethyl 2-amino-2-ethylbutanoate (9.3799 g, 92%) as a yellow liquid. was cooled under nitrogen to ice-bath temperature After the addition the ice-bath was removed The diethyl ether layer was separated the aqueous layer was extracted two times with 50 mL of methylene chloride The methylene chloride extracts were extracted two times with 40 mL of 2 N HCl concentrated under reduced pressure to give an oil The aqueous layer was then extracted five times with methylene chloride The organic extracts were dried (anhydrous MgSO4) filtered the solvent removed under reduced pressure
Source ID: ord-0df753c175f240a38be060c64cfe8167Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of ethyl 2-[(diphenylmethylene)amino]-2-ethylbutanoate (20.79 g, 64.3 mmol), prepared in the previous step, in 200 mL of diethyl ether was cooled under nitrogen to ice-bath temperature. 1 N HCl (96 mL, 96.0 mmol) was added dropwise over 45 min. After the addition the ice-bath was removed and the stirring continued for 15 h. The diethyl ether layer was separated and the aqueous layer was extracted two times with 50 mL of methylene chloride. The methylene chloride extracts were extracted two times with 40 mL of 2 N HCl. The aqueous layers were combined and concentrated under reduced pressure to give an oil. The oil was taken up in 200 mL of saturated NaHCO3 and stirred for 30 min. The aqueous layer was then extracted five times with methylene chloride. The organic extracts were dried (anhydrous MgSO4), filtered and the solvent removed under reduced pressure to give ethyl 2-amino-2-ethylbutanoate (9.3799 g, 92%) as a yellow liquid. was cooled under nitrogen to ice-bath temperature was removed The diethyl ether layer was separated the aqueous layer was extracted two times with 50 mL of methylene chloride The methylene chloride extracts were extracted two times with 40 mL of 2 N HCl concentrated under reduced pressure to give an oil The aqueous layer was then extracted five times with methylene chloride The organic extracts were dried (anhydrous MgSO4) filtered the solvent removed under reduced pressure
Source ID: ord-6a48fc24f5ea4eda9203027c525d737eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of ethyl 2-[(diphenylmethylene)amino]-2-ethylbutanoate (20.79 g, 64.3 mmol), prepared in the previous step, in 200 mL of diethyl ether was cooled under nitrogen to ice-bath temperature. 1 N HCl (96 mL, 96.0 mmol) was added dropwise over 45 min. After the addition, the ice-bath was removed and the stirring continued for 15 h. The diethyl ether layer was separated and the aqueous layer was extracted two times with 50 mL of methylene chloride. The methylene chloride extracts were extracted two times with 40 mL of 2 N HCl. The aqueous layers were combined and concentrated under reduced pressure to give an oil. The oil was taken up in 200 mL of saturated NaHCO3 and stirred for 30 min. The aqueous layer was then extracted five times with methylene chloride. The organic extracts were dried (anhydrous MgSO4), filtered and the solvent removed under reduced pressure to give ethyl 2-amino-2-ethylbutanoate (9.3799 g, 92%) as a yellow liquid. was cooled under nitrogen to ice-bath temperature After the addition the ice-bath was removed The diethyl ether layer was separated the aqueous layer was extracted two times with 50 mL of methylene chloride The methylene chloride extracts were extracted two times with 40 mL of 2 N HCl concentrated under reduced pressure to give an oil The aqueous layer was then extracted five times with methylene chloride The organic extracts were dried (anhydrous MgSO4) filtered the solvent removed under reduced pressure
Source ID: ord-253330d0a3804f8895f9295a9dd7f7e0PubChem References
These sources are listed in the compound's public database record.
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