ChemicalBook CAS DataBase List 4'-AMINO-BIPHENYL-3-CARBOXYLIC ACID METHYL ESTER

4'-AMINO-BIPHENYL-3-CARBOXYLIC ACID METHYL ESTER synthesis

5synthesis methods

Product Name:4'-AMINO-BIPHENYL-3-CARBOXYLIC ACID METHYL ESTER
CAS Number:400747-22-0
Molecular formula:C14H13NO2
Molecular Weight:227.26

Methyl 4'-nitro-[1,1'-biphenyl]-3-carboxylate

107558-26-9
13 suppliers
$60.00/50mg

4'-AMINO-BIPHENYL-3-CARBOXYLIC ACID METHYL ESTER

400747-22-0
49 suppliers
$106.00/500MG

Yield:400747-22-0 100%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in ethyl acetate; under 1551.49 Torr; for 4 h;

Steps:

6.c

A solution of methyl 3- (4-aminophenyl) benzoate (15) (1.85g, 6. 8mmol) in ethyl acetate (lOOmL) was added a suspension of 10% palladium on charcoal (0.185g, 10% equiv.) in ethyl acetate (lOmL). The mixture was agitated under a hydrogen atmosphere (30psi) for 4 hours, then filtered through a celite pad. The celite was washed with ethyl acetate (3 x 50mL) and the combined filtrates concentrated under vacuum to give a pale yellow solid 16,1. 663g (100%). 1H NMR (d6-DMSO) 5 8.09 (1H, dd, J = 1. 7Hz, H-2), 7.85-7. 80 (2H, m, H-4,6), 7.54 (1H, dd, J = 7. 8Hz, H-5), 7.41 (2H, d, J = 8.5Hz, H- 2', 6'), 6.68 (2H, d, J = 8. 5Hz, H-3', 5'), 3. 89 (3H, s, OCH3) ; 13C NMR (d6-DMSO) 5 166. 4, 148. 9,141. 2, 130. 1 (CH), 129. 2 (CH), 127.3 (CH), 126.2 (CH), 126.0, 125.6 (CH), 114.3 (CH), 52.1 (CH3).

References:

WO2005/85177,2005,A2 Location in patent:Page/Page column 48-49

99769-19-4 Synthesis