ChemicalBook CAS DataBase List 4-(1-AMINO-ETHYL)-BENZOIC ACID METHYL ESTER HYDROCHLORIDE

4-(1-AMINO-ETHYL)-BENZOIC ACID METHYL ESTER HYDROCHLORIDE synthesis

2synthesis methods

Product Name:4-(1-AMINO-ETHYL)-BENZOIC ACID METHYL ESTER HYDROCHLORIDE
CAS Number:934388-45-1
Molecular formula:C10H14ClNO2
Molecular Weight:215.68

Benzoic acid, 4-[1-(hydroxyimino)ethyl]-, methyl ester

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4-(1-AMINO-ETHYL)-BENZOIC ACID METHYL ESTER HYDROCHLORIDE

934388-45-1
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Yield:934388-45-1 83%

Reaction Conditions:

with hydrogenchloride;palladium 10% on activated carbon in methanol;water at 20;

Steps:

202

Example 202methyl 4-(1-aminoethyl)benzoate hydrochlorideTo a degassed solution of methyl 4-(1-(hydroxyimino)ethyl)benzoate (1.1 g, 5.6 mmol) and 12.0 M of hydrochloric acid in water (0.6 mL, 7.3 mmol) in methanol (50 mL) was added 10% palladium on carbon (0.20 g, 0.18 mmol). The reaction mixture was stirred overnight at room temperature. All insolubles were removed via filtration through celite and subsequent evaporation of the filtrate to dryness afforded the title compound as a white solid (1.12 g, 83%). LC-MS: (FA) ES+180; ¹H NMR (400 MHz, MeOD) δ 8.09 (d, J=8.4 Hz, 1H), 7.58 (d, J=8.4 Hz, 1H), 4.55 (q, J=6.8 Hz, 1H), 3.91 (s, 3H), 1.65 (d, J=6.9 Hz, 3H).

References:

US2011/212969,2011,A1 Location in patent:Page/Page column 133

3609-53-8 Synthesis

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References