HCID 20138920, compound → HCID 20138883, compound

HRID 280171Notes

Reaction equation

HRID 280171 reaction equation
O[C:2]1([CH2:14][N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[C:11]2[C:6](=[C:7]([O:12][CH3:13])[CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][CH2:3]1>S(=O)(=O)(O)O>[CH3:13][O:12][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:6]=1[CH:5]=[CH:4][CH2:3][CH:2]2[CH2:14][N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

3

Reactant 1

HCID 20138920HCID 20138920, compound

Product 1

HCID 20138883HCID 20138883, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

The hydroxy compound of Step 2 (75 g) is dissolved in 20% (w/w) sulfuric acid (375 ml) and refluxed under nitrogen for 18 hours. The cooled mixture is poured into ice-water, extracted with ether and the aqueous layer made strongly alkaline. The precipitated oil is extracted into ether which is washed, dried, filtered and evaporated in vacuo yielding the desired product as an oil.

Workup

  1. temperaturerefluxed under nitrogen for 18 hours
  2. extractionextracted with ether
  3. extractionThe precipitated oil is extracted into ether which
  4. washis washed
  5. customdried
  6. filtrationfiltered
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-6ba39499a5144d4c8972d3f440a2d159
Source dataset
uspto-grants-1986_05
Patent number
US04588719

Reaction notes

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