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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
163217-66-1

N-4-Benzyloxyphenyl α-Benzilidene Isobutyrylacetamide synthesis

4synthesis methods
100-52-7 Synthesis
Benzaldehyde

100-52-7
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N-4-BENZYLOXYPHENYL ISOBUTYRYLACETAMIDE

265989-30-8
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N-4-Benzyloxyphenyl α-Benzilidene Isobutyrylacetamide

163217-66-1
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Yield:163217-66-1 46.2%

Reaction Conditions:

with acetic acid;3-amino propanoic acid in hexanes; for 28 h;Heating / reflux;

Steps:

H.9.B

The reaction was run in a 1 L three necked round bottomed flask equipped with an electric motor-driven mechanical stirrer and an oil bath. The flask was fitted with a Dean- Stark trap and a condenser, and the entire apparatus was maintained under nitrogen. The flask EPO . . was charged with 4-Methyl-3-oxo-pentanoic acid (4-benzyloxy-phenyl)-amide (27 g, 86.7 mmol), benzaldehyde (9.02 g, 85 mmol), β-alanine (2.04 g, 23 mmol), hexanes (400 ml_), and glacial acetic acid (2.04 g, 33.9 mmol), and the contents were heated under reflux for 28h, resulting in slurry. The crude mixture was filtered and then the filtrate was dissolved in dichloromethane and washed with water (3 x 100 mL). The organic layer was dried over magnesium sulfate. The solvents were removed and the product was purified by flash chromatography (SiOa), eluting with EtOAc/Hexanes (0:100 to 50:50) to afford 2-Benzylidene-4-methyl-3-oxo-pentanoic acid (4-benzyloxy-phenyl)-amide as a yellowish brown solid (16 g, 46.2%); 1HNMR (CDCI3): δ 7.8-7.2(m, 12H), 7.1-6.9(m, 2H), 6.7-6.6(m, 1 H), 5.1 (s, 2H), 3.5-3.3(m, 1H), 1.2(d, 6H); MS (ESI) m/z 400 [M+H]+.

References:

WO2006/110918,2006,A1 Location in patent:Page/Page column 57; 58

6373-46-2 Synthesis
4-BENZYLOXYANILINE

6373-46-2
161 suppliers
$6.00/1g

N-4-Benzyloxyphenyl α-Benzilidene Isobutyrylacetamide

163217-66-1
14 suppliers
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References
42558-54-3 Synthesis
Methyl isobutyrylacetate

42558-54-3
390 suppliers
$10.00/5g

N-4-Benzyloxyphenyl α-Benzilidene Isobutyrylacetamide

163217-66-1
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References
3-Methyl-2-butanone

563-80-4
316 suppliers
$18.00/25mL

N-4-Benzyloxyphenyl α-Benzilidene Isobutyrylacetamide

163217-66-1
14 suppliers
inquiry

References