Phosphorus oxide (P4O10) → HCID 21467609, compound

HRID 1939344Notes

Reaction equation

HRID 1939344 reaction equation
[C:1]([C:4]1[C:21]([OH:22])=[C:20]([CH2:23][CH:24]=[CH2:25])[C:7]2[O:8][CH2:9][C:10]3[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:11]=3[C:12](=[O:13])[C:6]=2[CH:5]=1)(=[O:3])[CH3:2].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>C(O)C>[C:1]([C:4]1[C:21]2[O:22][CH:24]([CH3:25])[CH2:23][C:20]=2[C:7]2[O:8][CH2:9][C:10]3[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:11]=3[C:12](=[O:13])[C:6]=2[CH:5]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 21467606HCID 21467606, compound

Product 1

HCID 21467609HCID 21467609, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.9 g (11 mmol) 2-acetyl-4-allyl-6,11-dihydro-3-hydroxy-8-methoxy-dibenz[b,e]oxepin-11-one is added at 100° C. to a mixture of 9.2 g phosphorus pentoxide and 6 ml ethanol, heated for 30 minutes to 140° C., poured onto ice and filtered. After chromatography on silica gel (eluting agent:ethyl acetate:isohexane 1:1) 0.9 g of the title compound (23% of theory) of melting point 159°-160° C. (from ether) is isolated.

Workup

  1. temperatureheated for 30 minutes to 140° C.
  2. additionpoured onto ice
  3. filtrationfiltered

Sources & evidence

ORD record
ord-728d935ac1bd440cb729fff262ad1422
Source dataset
uspto-grants-1997_12
Patent number
US05696155

Reaction notes

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