Methanol → HCID 67875989, compound

HRID 1646969Notes

Reaction equation

HRID 1646969 reaction equation
[C:1]1([C:7]2([CH2:16][C:17]([OH:19])=[O:18])[CH2:15][CH:14]=[C:10]3[CH:11]=[CH:12][CH:13]=[C:9]3[O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CO.[C:22]1(C)C=CC(S(O)(=O)=O)=CC=1>O>[C:1]1([C:7]2([CH2:16][C:17]([O:19][CH3:22])=[O:18])[CH2:15][CH:14]=[C:10]3[CH:11]=[CH:12][CH:13]=[C:9]3[O:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 6101p-Toluenesulfonic acidHCID 67876006HCID 67876006, compound

Product 1

HCID 67875989HCID 67875989, compoundYield 228.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 20.45 g of the product of Step B, 200 ml of methanol and 6 g of p-toluene sulfonic acid was refluxed for one hour and the solution was brought to dryness, then poured into water. Extraction was carried out with methylene chloride and the extracts were dried, filtered and concentrated to obtain 21.33 g of the desired product with a Rf =0.33 (eluant: hexane - methylene chloride (60-40)).

Workup

  1. extractionExtraction
  2. customthe extracts were dried
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-77fcc5cba0394066b9a79545cdc8e371
Source dataset
uspto-grants-1993_01
Patent number
US05182295

Reaction notes

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