ChemicalBook CAS DataBase List 5-Hydroxybenzo[b]furan

5-Hydroxybenzo[b]furan synthesis

11synthesis methods

Product Name:5-Hydroxybenzo[b]furan
CAS Number:13196-10-6
Molecular formula:C8H6O2
Molecular Weight:134.13

150-76-5 Synthesis

150-76-5
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$5.00/5 g

2032-35-1 Synthesis

2032-35-1
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$5.00/10g

13196-10-6
110 suppliers
$88.00/100mg

Yield:-

Reaction Conditions:

Stage #1:4-methoxy-phenol;Bromoacetaldehyde diethyl acetal with potassium hydroxide
Stage #2:

Steps:

Compound 9: 5-Methoxybenzofuran
4-Methoxyphenolwas alkylated with 2-bromoacetaldehyde diethyl acetal in thepresence of KOH. The obtained ether was subsequently cyclizedwith PPA, affording 5-hydroxybenzofuran. Compound9 was obtained by methylation of alcohol described as compound4. Compound 9 was obtained by methylation of alcoholdescribed as compound 4. Colorless oil, 1H-NMR (500 MHz,CDCl3) δ: 3.85 (3H, s), 6.71 (1H, d, J=2.3 Hz), 6.92 (1H, dd,J=2.3, 9.2 Hz), 7.06 (1H, d, J=2.3 Hz), 7.41 (1H, d, J=9.2 Hz),7.60 (1H, d, J=2.3 Hz). 13C-NMR (125 MHz, CDCl3) δ: 56.0,103.6, 106.8, 111.9, 113.2, 128.1, 145.8, 150.0, 156.0. Its spectraldata are in accordance with previously reported data.

References:

Yamaguchi, Yuki;Akimoto, Ichie;Motegi, Kyoko;Yoshimura, Teruki;Wada, Keiji;Nishizono, Naozumi;Oda, Kazuaki [Chemical and Pharmaceutical Bulletin,2013,vol. 61,# 10,p. 997 - 1001]