반응 #353194

반응 방정식

mannitol

NaHCO3

Sodium periodate

→

title product

Isopropylidene-glyceraldehyde

용매

CH2Cl2

반응 조건

후처리

1. 1
   기타The solvent was decanted off
2. 2
   workup.STIRRINGthe remaining solid was stirred in CH2Cl2
3. 3
   여과filtered
4. 4
   기타to remove the excess solid
5. 5
   농축concentrated in vacuo
6. 6
   workup.DISTILLATIONThe resulting oil was distilled at reduced pressure

실험 절차

The mannitol derivative of Example 7(a) (81 g, 0.311 mol) was suspended in CH2Cl2 (1.1 L) and saturated NaHCO3 (40 mL) and stirred at ambient temperature. Sodium periodate (100 g, 0.47 mol) was added in four portions over 20 minutes and the solution was stirred vigorously at 0° C. for 3 hours. The solvent was decanted off and the remaining solid was stirred in CH2Cl2 and then filtered to remove the excess solid. The two organic portions were combined and concentrated in vacuo. The resulting oil was distilled at reduced pressure to give the title product as a clear, viscous oil. Yield (59 g, 75%). 1H NMR (CDCl3) δ 4.3 (t, 1 H), 3.9 (m, 2 H), 1.4 (d, 6 H).

출처