Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 4-Bromo-2-ethylbenzoic acid | HCID 10657005 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Product | Methyl 4-bromo-2-ethylbenzoate | HCID 53797189 | — |
Reaction Steps
To a solution of 4-bromo-2-ethyl-benzoic acid (1.35 g, 5.89 mmol) in MeOH (40 mL) was added H2SO4 (1 drop). The mixture was stirred at 90° C. for 48 hours, at which time the volatiles were removed in vacuo. The residue was dissolved in Et2O, washed with satd NaHCO3 and brine, dried over MgSO4, and concentrated to a clear oil (1.01 g, 70%). 1H NMR (300 MHz, CDCl3): δ 1.22 (t, J=7.5 Hz, 3 H), 2.95 (q, J=7.5 Hz, 2 H), 3.87 (s, 3 H), 7.36 (dd, J=8.3, 2.1 Hz, 1 H), 7.42 (d, J=2.1 Hz, 1 H), 7.72 (d, J=8.3 Hz, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08268835B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-1df06247bae9429e8468678f9d93205f |
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| Source note | uspto-grants-2012_09 |
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