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59699-82-0

ZELWYCSDHIFMOP-HAPIZUAHSA-N synthesis

11synthesis methods
40834-42-2 Synthesis
5-HYDROXY-4-METHYL-2(5H)FURANONE

40834-42-2
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ZELWYCSDHIFMOP-HAPIZUAHSA-N

59699-82-0
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Yield:-

Steps:

Multi-step reaction with 9 steps
1: 1.) NaH / 1.) HMPA, 0 deg C, 1 h, 2.) 20 min
2: 1.) ethylmagnesium bromide / 1.) THF, room temperature, 1 h, 2.) 15 min
3: 75 percent / DIBAH / tetrahydrofuran; toluene / 0.5 h / -78 °C
4: 90 percent / H2 / Lindlar catalyst / methanol / 24 h
5: 80 percent / imidazole / dimethylformamide / 18 h / Ambient temperature
6: 90 percent / LiAlH4, TiCl3 / tetrahydrofuran / 0.5 h / Ambient temperature
7: sodium fluoride, pyridinium fluoride / tetrahydrofuran; acetonitrile / 5 h / Ambient temperature
8: MnO2 / CCl4 / 0.5 h
9: 60 percent / NaCN, AgO, MnO2 / 14 h / 40 °C

References:

Solladie, Guy;Girardin, Andre;Lang, Gerard [Journal of Organic Chemistry,1989,vol. 54,# 11,p. 2620 - 2628]

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