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ChemicalBook CAS DataBase List Oxacycloheptadec-8-en-2-one

Oxacycloheptadec-8-en-2-one synthesis

4synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 6 steps
1: 87 percent / acetonitrile / 24 h / Heating
2: 1.) NaN(SiMe3)2 / 1.) THF, 0 deg C, 1 h, 2.) 20 deg C, 12 h
3: 1.) KOH / 1.) aq. EtOH, 30 deg C, 6 h, 2.) toluene, reflux, 24 h
4: 0.1 N HCl / Ambient temperature
5: toluene / pH = 8.4; buffer: LiOH, 85percent aq. H3PO4, CH3COOH, B(OH)3
6: 75 percent / Red-Al, CuBr / tetrahydrofuran; benzene / 1.) -78 -> -20 deg C, 10 min., 2.) -20 deg C, 1.5 h

References:

Bestmann, Hans Juergen;Schobert, Rainer [Synthesis,1989,# 6,p. 419 - 423]

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