Ethanol → HCID 9855924, compound

HRID 1358543Notes

Reaction equation

HRID 1358543 reaction equation
[C:1]([C:4]1[CH2:5][CH2:6][O:7][C:8]2[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=2[CH:10]=1)([OH:3])=[O:2].[CH2:15](O)[CH3:16]>S(=O)(=O)(O)O>[CH2:15]([O:2][C:1]([C:4]1[CH2:5][CH2:6][O:7][C:8]2[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=2[CH:10]=1)=[O:3])[CH3:16]

Participants

4

Reactant 2

HCID 702EthanolHCID 11116823HCID 11116823, compound

Product 1

HCID 9855924HCID 9855924, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A mixture of 8.2 g (0.043 mol) of 2,3-dihydro-4-carboxybenzoxepine in 150 ml of ethanol and 5 ml of concentrated sulphuric acid is brought to reflux for 6 hours. The reaction mixture is subsequently concentrated under reduced pressure and the residue is taken up in water. The combined mixture is extracted with ethyl acetate. The organic phase is then washed with sodium bicarbonate and then with water and dried over anhydrous sodium sulphate before being concentrated under reduced pressure. 8.5 g of an orange oil are thus obtained.

Workup

  1. temperatureto reflux for 6 hours
  2. concentrationThe reaction mixture is subsequently concentrated under reduced pressure
  3. extractionThe combined mixture is extracted with ethyl acetate
  4. washThe organic phase is then washed with sodium bicarbonate
  5. dry with materialwith water and dried over anhydrous sodium sulphate
  6. concentrationbefore being concentrated under reduced pressure

Sources & evidence

ORD record
ord-f478c6f1b4a94736b09a56fd719e7e3a
Source dataset
uspto-grants-2003_07
Patent number
US06596758B1

Reaction notes

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