methyl-(naphthalen-2-ylmethyl)azanium synthesis
- Product Name:methyl-(naphthalen-2-ylmethyl)azanium
- CAS Number:76532-33-7
- Molecular formula:C12H13N
- Molecular Weight:171.24
939-26-4
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76532-33-7
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Yield:76532-33-7 54%
Reaction Conditions:
with ammonium hydroxide;methylamine in tetrahydrofuran;diethyl ether;chloroform;water
Steps:
38 Preparation of 2-(methylaminomethyl)naphthalene
Preparation 38 Preparation of 2-(methylaminomethyl)naphthalene To a stirred solution of 40 wt% methylamine in H2O (50 mL, 581 mmole) in THF (50 mL) at 0 °C was added 2-(bromomethyl)naphthalene (10 g, 43 mmole) in one portion. The reaction was allowed to warm to RT and stirred for 16 hr, then was then concentrated under vacuum. The residue was taken up in Et2O and washed with 1.0 N NaOH then with brine, dried (Na2SO4), and concentrated to dryness. Purification by flash chromatography on silica gel (98:2 to 9:1 CHCl3/methanol containing 5% NH4OH) gave the title compound (3.95 g, 54%) as a clear oil: 1H NMR (400 MHz, CDCl3) δ 7.85 (m, 3 H), 7.79 (s, 1 H), 7.49 (m, 3 H), 3.94 (s, 2 H), 2.53 (s, 3 H).
References:
Affinium Pharmaceuticals, Inc. EP1226138, 2004, B1
3815-22-3
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76532-33-7
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5470-96-2
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76532-33-7
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66-99-9
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76532-33-7
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