3-benzyloxy-1-bromonaphthalene synthesis
- Product Name:3-benzyloxy-1-bromonaphthalene
- CAS Number:611235-22-4
- Molecular formula:C17H13BrO
- Molecular Weight:313.19
5498-31-7
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Yield:611235-22-4 95%
Reaction Conditions:
with potassium carbonate in acetonitrile at 80; for 1 h;
Steps:
D Step D: 3-benzyloxy-1-bromo-naphthalene
A mixture of 4-bromonaphthalen-2-ol (30.0 g, 134 mmol, 1.00 eq), benzyl bromide (25.3 g, 148 mmol, 17.6 mL, 1.10 eq) and K2C03 (55.7 g, 403 mmol, 3.00 eq) in MeCN (500 mL) was heated at 80 °C for 1 hr. The reaction mixture was filtered and concentrated to dryness. The residue was purified by silica gel column chromatography, eluting with diethyl ether/ethyl acetate (100: 1 to 60: 1) to provide 3 -benzyloxy - 1 -bromo-naphthalene (40.0 g, 128 mmol, 95 % yield) as yellow oil. NMR (400 MHz, CDCh) δ 8.19 - 8.17 (d, J=8.0 Hz, 1H), 7.75 - 7.32 (d, J=8.8 Hz, 1H), 7.64 - 7.63 (d, J=2.4 Ηζ, ΙΗ), 7.52 - 7.37 (m, 7H), 7.23 - 7.21 (d, J=2.0 Ηζ,ΙΗ), 5.2 (s, 2H).
References:
WO2017/201161,2017,A1 Location in patent:Paragraph 0218
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