2,2,2'-TRIMETHYLPROPIONANILIDE synthesis
- Product Name:2,2,2'-TRIMETHYLPROPIONANILIDE
- CAS Number:61495-04-3
- Molecular formula:C12H17NO
- Molecular Weight:191.27
3282-30-2
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$18.00/100ml
95-53-4
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61495-04-3
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$57.00/1g
Yield: 99%
Reaction Conditions:
with sodium carbonate in dichloromethane;water
Steps:
2.b Synthesis of N-[(2-methyl)phenyl]-2,2-dimethyl propanamide
(b) A biphasic solution of o-toluidine (214.4 g, 2.0 mol) in methylene chloride (200 ml) and water (250 ml) containing sodium carbonate (117 g, 1.1 mol) was treated with trimethylacetyl chloride (about 2.0 mol in methylene chloride from Example 1). The addition of trimethylacetyl chloride was complete after 50 minutes; the temperature ranged between 37°-50° C. during the addition. The warm organic phase was separated and the aqueous phase was extracted with methylene chloride (2*100 ml). The combined methylene chloride solution was washed with 1 N HCl (2*100 ml), H2 O (3*200 ml), 10% NaCl (100 ml), and concentrated in vacuo (<25° C. at 30 mm) to give free flowing crystalline N-[(2-methyl)phenyl]-2,2-dimethylpropanamide. Final drying (at 60° C., 30 mm, 24 hours) gave N-[(2-methyl)phenyl]-2,2-dimethylpropanamide (379 g, 1.98 mol) in 99% yield. The melting point of the product was 108°-111° C. This product can be used directly in Example 3 without recrystallization.
References:
Hoechst-Roussel Pharmaceuticals, Inc. US4374067, 1983, A
