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. 2018 May 8;3(5):5012–5020. doi: 10.1021/acsomega.8b00379

Table 5. One-Pot Synthesis of 4H-Pyran Derivatives in Refluxing Ethanol.

2.3.

entry aldehyde 1,3-dicarbonyl product time (min) yield (%) mp (°C) lit. mp (°C)
1 4-chlrobenzaldehyde 3 10a 60 90 172–174 174–17527
2 4-nitrobenzaldehyde 3 10b 60 92 182–186 183–18527
3 4-methylbenzaldehyde 3 10c 95 82 175–177 177–17927
4 4-methoxybenzaldehyde 3 10d 110 78 135–137 136–13727
5 3-nitrobenzaldehyde 3 10e 15 95 199–202 198–20027
6 4-chlrobenzaldehyde 4 10f 15 92 214–216 215–21628
7 4-cyanobenzaldehyde 4 10g 20 90 229–231 228–22927
8 3-nitrobenzaldehyde 4 10h 20 90 216–218 214–21629
9 4-methoxybenzaldehyde 4 10i 50 85 200–203 201–20227
10 furfural 4 10j 90 80 221–224 221–22430
11 4-chlrobenzaldehyde 5 10k 20 91 222–225 223–22630
12 4-cyanobenzaldehyde 5 10l 30 90 237–238 235–23731
13 3-nitrobenzaldehyde 5 10m 35 89 197–200 200–20220
14 4-methoxybenzaldehyde 5 10n 90 83 206–209 207–20932
15 furfural 5 10o 85 81 236–239 237–23930
16 thiophene-2-carbaldehyde 5 10p 40 96 223–224 223–22542
17 4-chlrobenzaldehyde 8 10q 25 90 232–236 234–23629
18 2-nitrobenzaldehyde 8 10r 30 91 257–258 255–25729
19 benzaldehyde 8 10s 40 88 208–210 209–21034
20 4-methylbenzaldehyde 8 10t 50 85 228–230 226–22734
21 4-methoxybenzaldehyde 8 10u 65 89 282–283 280–28134