4-Methyl-benzoic acid tert-butyl ester synthesis
- Product Name:4-Methyl-benzoic acid tert-butyl ester
- CAS Number:13756-42-8
- Molecular formula:C12H16O2
- Molecular Weight:192.25
874-60-2
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13756-42-8
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Yield: 96%
Reaction Conditions:
with pyridine in tert-butyl alcohol
Steps:
S.5.2 Step 2:
Step 2: 4-Methylbenzoic acid tert-butyl ester To a solution of pyridine (125 ml) and tert-butanol (125 ml, 1.31 mole) was added 4-methylbenzoyl chloride (171 ml, 1.29 mole). The reaction was stirred at room temperature for 88 hours, then poured into water (325 ml) and EtOAc (325 ml). The layers were separated. The EtOAc layer was washed with 0.5 M HCl (3*200 ml), water (200 ml), aqueous sodium bicarbonate, and brine. The solvent was evaporated under vacuum to give the crude ester. The material was dissolved in hexanes (250 ml) and passed through silica gel eluding with additional hexanes. The solvent was evaporated under vacuum to give 4-methylbenzoic acid tert-butyl ester (96%). 1H-NMR (CDCl3) δ7.87 (d,2H), 7.20(d,2H), 2.39(s,3H), 1.58(s,9H).
References:
Andrianjara, Charles;Ortwine, Daniel Fred;Pavlovsky, Alexander Gregory;Roark, William Howard US2003/78276, 2003, A1
874-60-2
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75-65-0
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13756-42-8
112 suppliers
$7.00/1g
874-60-2
400 suppliers
$10.00/5g
1907-33-1
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$18.69/2g
13756-42-8
112 suppliers
$7.00/1g
