3-(BENZYLOXY)-2-THIOPHENECARBOXYLIC ACID synthesis
- Product Name:3-(BENZYLOXY)-2-THIOPHENECARBOXYLIC ACID
- CAS Number:186588-88-5
- Molecular formula:C12H10O3S
- Molecular Weight:234.27
186588-84-1
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$75.00/100mg
186588-88-5
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$81.00/500mg
Yield:186588-88-5 87%
Reaction Conditions:
with sodium hydroxide in water; for 2.5 h;Reflux;
Steps:
3.2.2. 3-(Benzyloxy)thiophene-2-carboxylic Acid17
Following a literature procedure [17], a mixture of methyl 3-(benzyloxy)thiophene-2-carboxylate16(18.40 g, 74.1 mmol) and sodium hydroxide (5.99 g, 0.150 mol) in water (150 cm3) was heated at reflux for 2.5 h. After cooling to rt, the aqueous layer was washed with CH2Cl2(2 × 50 cm3) before being acidified to pH 1 by the addition of 2 M HCl. The resultant suspension was extracted with CH2Cl2(2 × 100 cm3) and the combined organic layers were dried and evaporated. The crude residue was recrystallised (aq. MeOH) to give17(15.07 g, 87%) as tan-coloured crystals; mp 122-125 °C; (lit. [17] 125-126 °C); δH(400 MHz, CD3SOCD3) 12.49 (1H, br s, CO2H), 7.74 (1H, d,J5.6, 5-H), 7.48-7.45 (2H, m, Ph), 7.41-7.37 (2H, m, Ph), 7.35-7.30 (1H, m, Ph), 7.14 (1H, d,J5.6, 4-H) and 5.25 (2H, s, CH2); δC(100 MHz, CD3SOCD3) 162.4 (C), 160.1 (C), 136.8 (C), 131.2 (CH), 128.4 (2CH), 127.9 (CH), 127.3 (2CH), 118.5 (Ar CH), 110.5 (C) and 72.4 (CH2). The1H NMR spectral data were in accordance with those previously reported [17].13C NMR data are reported for the first time.
References:
Aitken, R. Alan;Harper, Andrew D.;Slawin, Alexandra M. Z. [Molecules,2021,vol. 26,# 24,art. no. 7690]
5118-06-9
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186588-88-5
19 suppliers
$81.00/500mg
100-39-0
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$10.00/10g
186588-88-5
19 suppliers
$81.00/500mg