HCID 20138920, compound → HCID 20138883, compound

HRID 1905746Notes

Reaction equation

HRID 1905746 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-7ab0227668094c4899561772205696b0
Source dataset
uspto-grants-1987_03
Patent number
US04647559

Reaction notes

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