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ChemicalBook CAS DataBase List METHYL 4-AMINOMETHYLPHENYLACETATE
444807-46-9

METHYL 4-AMINOMETHYLPHENYLACETATE synthesis

7synthesis methods
52798-01-3 Synthesis
METHYL (4-CYANOPHENYL)ACETATE

52798-01-3
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METHYL 4-AMINOMETHYLPHENYLACETATE

444807-46-9
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Yield:444807-46-9 74.2%

Reaction Conditions:

with hydrogenchloride;palladium on activated charcoal in methanol at 20; under 760.051 Torr; for 3 h;

Steps:

15.1; 23.1 Step 1: methyl 4-aminomethylphenylacetate

P-methyl cyanobenzoate (200 mg, 1.14 mmol), methanol (2 mL), a small amount of Pd/C and 2 drops of concentrated hydrochloric acid were added to a 25 mL single-mouth bottle, and stirred to react at room temperature for 3 hours under a hydrogen atmosphere at atmospheric pressure. After confirming reaction completion by TLC, the mixture was filtered, and concentrated in vacuo to give the product of methyl 4-aminomethylphenylacetate (white solid, 178 mg), with a yield of 74.2%. 1H NMR (400 MHz, DMSO) δ 8.22(s, 2H), 7.44 (d, J = 8.1 Hz, 2H), 7.30 (d, J = 8.1 Hz, 2H), 3.98 (s, 2H), 3.71 (s, 2H), 3.61 (s, 3H). MS (ESI) m/z: 180.1 (M+1).

References:

EP3476829,2019,A1 Location in patent:Paragraph 0106; 0151