Methanol → HCID 14346539, compound

HRID 1493748Notes

Reaction equation

HRID 1493748 reaction equation
[CH2:1]([C:3]1[C:11]2[O:10][CH2:9][O:8][C:7]=2[CH:6]=[CH:5][C:4]=1[CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH3:2].O.[CH3:18]O>S(=O)(=O)(O)O>[CH2:1]([C:3]1[C:11]2[O:10][CH2:9][O:8][C:7]=2[CH:6]=[CH:5][C:4]=1[CH2:12][CH2:13][C:14]([O:16][CH3:18])=[O:15])[CH3:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 962WaterHCID 14346538HCID 14346538, compound

Product 1

HCID 14346539HCID 14346539, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of the product from Stage (i) (20 g) in methanol (400 ml) and concentrated sulphuric acid (40 ml) was heated on a steam bath for 20 min, cooled and poured onto a mixture of ice and water. The mixture was extracted with ether and the extracts were dried and evaporated. The residue was purified by FCC using hexane/ether (7:3) as eluent to give the title compound (19.2 g), m.p. 44°-46°.

Workup

  1. temperaturecooled
  2. extractionThe mixture was extracted with ether
  3. customthe extracts were dried
  4. customevaporated
  5. customThe residue was purified by FCC

Sources & evidence

ORD record
ord-f980ddce71994c14b78f3597255dfa87
Source dataset
uspto-grants-1991_06
Patent number
US05023378

Reaction notes

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