No renderable structure data available
CC(C)(C)C(=O)OCC1=CC=CC=C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | benzyl 2,2-dimethylpropanoate |
|---|---|
| IUPAC Name | — |
| CAS Number | 2094-69-1 |
| Database ID | 74977 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
benzyl 2,2-dimethylpropanoate (CAS 2094-69-1) 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 74977
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
6 reactions · 6 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5422da0f1d53418991b70f4935b1a5daConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A sample of the product of step A (1.3 g, 3.0 mmol) was treated with 20% Pd(OH)2 on carbon (260 mg) and methanol (2 mL). The atmosphere in the reaction was exchanged for hydrogen by sparging the solution with a long needle for 3 minutes and the reaction was stirred under 1 atmosphere of hydrogen for 2 hours. The atmosphere was exchanged back to nitrogen by again sparging the solution with a long needle for 3 minutes. The reaction mixture was filtered through celite and the solvent was removed. The resulting oil was treated with Cbz-tBu-ala DCHA salt (1.8 g, 3.7 mmol), HATU (1.4 g, 3.8 mmol) and DMF (2 mL). The reaction was then treated with diisopropylethylamine (1.2 g, 9.2 mmol) and stirred overnight. The reaction was diluted with ethyl acetate and extracted with water twice and 1 M NaOH once. The organics were then dried over MgSO4 and the solvent was removed. The residue was purified over silica gel using a gradient of 0 to 100% ethyl acetate in hexane to afford 1.3 g (77%) of the title material as a solid; 1H NMR (CDCl3, 400 MHz) δ 0.92 (s, 9H), 1.39 (dd, 1H, J1=5.8, J2=14.4), 1.44 (s, 9H), 1.82 (dd, 1H, J1=3.7, J2=14.5), 2.51 (dd, 1H, J1=5.5, J2=16.2), 2.61 (dd, 1H, J1=4.7, J2=16.3), 2.92 (dd, 1H, J1=J2=8.2), 3.07 (dd, 1H, J1=7.4, J2=13.6), 3.17 (dd, 1H, J1=6.0, J2=13.8), 3.28-3.47 (m, 2H), 4.09-4.17 (m, 1H), 4.33-4.43 (m, 1H), 4.98-5.13 (m, 3H), 6.40 (dd, 1H, J1=4.0, J2=8.4), 6.69-6.84 (m, 3H), 7.26-7.37 (m, 5H); HPLC-MS calcd. for C31H42FN3O5 (M+H+) 556.3, found 556.5. by sparging the solution with a long needle for 3 minutes by again sparging the solution with a long needle for 3 minutes The reaction mixture was filtered through celite the solvent was removed stirred overnight extracted with water twice The organics were then dried over MgSO4 the solvent was removed The residue was purified over silica gel using a gradient of 0 to 100% ethyl acetate in hexane
Source ID: ord-5bf9f010983044e8810652fd873541b0Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A sample of the product of step A (1.3 g, 3.0 mmol) was treated with 20% Pd(OH)2 on carbon (260 mg) and methanol (2 mL). The atmosphere in the reaction was exchanged for hydrogen by sparging the solution with a long needle for 3 minutes and the reaction was stirred under 1 atmosphere of hydrogen for 2 hours. The atmosphere was exchanged back to nitrogen by again sparging the solution with a long needle for 3 minutes. The reaction mixture was filtered through celite and the solvent was removed. The resulting oil was treated with Cbz-tBu-ala DCHA salt (1.8 g, 3.7 mmol), HATU (1.4 g, 3.8 mmol) and DMF (2 mL). The reaction was then treated with diisopropylethylamine (1.2 g, 9.2 mmol) and stirred overnight. The reaction was diluted with ethyl acetate and extracted with water twice and 1 M NaOH once. The organics were then dried over MgSO4 and the solvent was removed. The residue was purified over silica gel using a gradient of 0 to 100% ethyl acetate in hexane to afford 1.3 g (77%) of the title material as a solid; 1H NMR (CDCl3, 400 MHz) δ 0.92 (s, 9H), 1.39 (dd, 1H, J1=5.8, J2=14.4), 1.44 (s, 9H), 1.82 (dd, 1H, J1=3.7, J2=14.5), 2.51 (dd, 1H, J1=5.5, J2=16.2), 2.61 (dd, 1H, J1=4.7, J2=16.3), 2.92 (dd, 1H, J1=J2=8.2), 3.07 (dd, 1H, J1=7.4, J2=13.6), 3.17 (dd, 1H, J1=6.0, J2=13.8), 3.28-3.47 (m, 2H), 4.09-4.17 (m, 1H), 4.33-4.43 (m, 1H), 4.98-5.13 (m, 3H), 6.40 (dd, 1H, J1=4.0, J2=8.4), 6.69-6.84 (m, 3H), 7.26-7.37 (m, 5H); HPLC-MS calcd. for C31H42FN3O5 (M+H+) 556.3, found 556.5. by sparging the solution with a long needle for 3 minutes by again sparging the solution with a long needle for 3 minutes The reaction mixture was filtered through celite the solvent was removed stirred overnight extracted with water twice The organics were then dried over MgSO4 the solvent was removed The residue was purified over silica gel using a gradient of 0 to 100% ethyl acetate in hexane
Source ID: ord-5bf9f010983044e8810652fd873541b0Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5422da0f1d53418991b70f4935b1a5daConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspended toluene (2 ml) solution of 2-chloro-1-methylpyridinium iodide (306 mg, 1.2 mmol) was added a mixture of benzyl alcohol (108 mg, 1.0 mmol), pivalic acid (102 mg, 1.0 mmol) and tri-n-butylamine (444 mg, 2.4 mmol) in toluene (2 ml), and the resulting mixture was refluxed for 3 hours. After evaporation of the solvent, the residue was separated by silica gel column chromatography, and benzyl pivalate was isolated in 62% yield. the resulting mixture was refluxed for 3 hours After evaporation of the solvent the residue was separated by silica gel column chromatography
Source ID: ord-02f5dc1629794ff8be12ca362df8a204Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A sample of the product of step A (1.3 g, 3.0 mmol) was treated with 20% Pd(OH)2 on carbon (260 mg) and methanol (2 mL). The atmosphere in the reaction was exchanged for hydrogen by sparging the solution with a long needle for 3 minutes and the reaction was stirred under 1 atmosphere of hydrogen for 2 hours. The atmosphere was exchanged back to nitrogen by again sparging the solution with a long needle for 3 minutes. The reaction mixture was filtered through celite and the solvent was removed. The resulting oil was treated with Cbz-tBu-ala DCHA salt (1.8 g, 3.7 mmol), HATU (1.4 g, 3.8 mmol) and DMF (2 mL). The reaction was then treated with diisopropylethylamine (1.2 g, 9.2 mmol) and stirred overnight. The reaction was diluted with ethyl acetate and extracted with water twice and 1 M NaOH once. The organics were then dried over MgSO4 and the solvent was removed. The residue was purified over silica gel using a gradient of 0 to 100% ethyl acetate in hexane to afford 1.3 g (77%) of the title material as a solid; 1H NMR (CDCl3, 400 MHz) δ 0.92 (s, 9H), 1.39 (dd, 1H, J1=5.8, J2=14.4), 1.44 (s, 9H), 1.82 (dd, 1H, J1=3.7, J2=14.5), 2.51 (dd, 1H, J1=5.5, J2=16.2), 2.61 (dd, 1H, J1=4.7, J2=16.3), 2.92 (dd, 1H, J1=J2=8.2), 3.07 (dd, 1H, J1=7.4, J2=13.6), 3.17 (dd, 1H, J1=6.0, J2=13.8), 3.28-3.47 (m, 2H), 4.09-4.17 (m, 1H), 4.33-4.43 (m, 1H), 4.98-5.13 (m, 3H), 6.40 (dd, 1H, J1=4.0, J2=8.4), 6.69-6.84 (m, 3H), 7.26-7.37 (m, 5H); HPLC-MS calcd. for C31H42FN3O5 (M+H+) 556.3, found 556.5. by sparging the solution with a long needle for 3 minutes by again sparging the solution with a long needle for 3 minutes The reaction mixture was filtered through celite the solvent was removed stirred overnight extracted with water twice The organics were then dried over MgSO4 the solvent was removed The residue was purified over silica gel using a gradient of 0 to 100% ethyl acetate in hexane
Source ID: ord-5bf9f010983044e8810652fd873541b0PubChem References
These sources are listed in the compound's public database record.
Request a Quote
Send the required specification, quantity, destination and intended use. The CATO team will review availability and respond.