Reaktion #1740

ord-7d998b7fe2794f36a0da66f08e6c5190

Reaktionsgleichung

C[C@H]1[C@@H](O)O[C@@H]2OC3(C)CC[C@H]4[C@H](C)CC[C@@H]1[C@@]24OO3
dihydroqinghaosu
CN=C=O
methyl isocyanate
→
CNC(=O)[O-].C[C@H]1[C@@H](O)O[C@@H]2OC3(C)CC[C@H]4[C@H](C)CC[C@@H]1[C@@]24OO3
powder
Ausbeute 121.4%
CNC(=O)[O-].C[C@H]1[C@@H](O)O[C@@H]2OC3(C)CC[C@H]4[C@H](C)CC[C@@H]1[C@@]24OO3
Dihydroqinghaosu Methylcarbamate
Ausbeute 121.4%

Edukte

C[C@H]1[C@@H](O)O[C@@H]2OC3(C)CC[C@H]4[C@H](C)CC[C@@H]1[C@@]24OO3
dihydroqinghaosu
CN=C=O
methyl isocyanate

Reagenzien

Keine

Lösungsmittel

ClCCl
CH2Cl2

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe solution was filtered
  2. 2
    Sonstigeevaporated in vacuo at 40° C.
  3. 3
    Sonstigeto give a solid, which
  4. 4
    Sonstigewas chromatographed on a silica-gel column with petroleumether/AcOEt 8:2
  5. 5
    SonstigeThe fraction obtained
  6. 6
    Sonstigewas evaporated

Vorschrift

A solution of dihydroqinghaosu (284 mg, 1 mmol) in dry CH2Cl2 (6 ml) and methyl isocyanate (63 mg, 1.1 mmol) was refluxed for ca. 2 days. The solution was filtered and evaporated in vacuo at 40° C. to give a solid, which was chromatographed on a silica-gel column with petroleumether/AcOEt 8:2. The fraction obtained was evaporated to give a white powder (217.6 mg).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726203uspto-grants-1998_03