Water → HCID 10059952, compound

HRID 654690Notes

Reaction equation

HRID 654690 reaction equation
[CH2:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[C:5]([OH:15])=[CH:6][CH:7]=[C:8]2[CH:13]=[O:14])[CH3:2].S(Cl)([Cl:19])(=O)=O.O>C1C=CC=CC=1>[Cl:19][C:6]1[CH:7]=[C:8]([CH:13]=[O:14])[C:9]2[C:4]([C:5]=1[OH:15])=[C:3]([CH2:1][CH3:2])[CH:12]=[CH:11][CH:10]=2

Participants

5

Reactant 3

HCID 962WaterHCID 24648Sulfuryl chlorideHCID 10330411HCID 10330411, compound

Product 1

HCID 10059952HCID 10059952, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

0.81 g of 5-ethyl-4-hydroxy-1-naphthalenecarbaldehyde and 0.49 ml of sulfuryl chloride were heated in 30 ml of benzene under reflux for 30 minutes. The reaction solution was returned to room temperature and poured into water, followed by extraction with ethyl acetate. The resultant organic phase was washed with a saturated saline solution and dried with anhydrous magnesium sulfate, followed by concentration under reduced pressure. The resultant crystals were washed with isopropyl ether to obtain 0.8 g of the captioned compound as yellowish brown crystals.

Workup

  1. temperatureunder reflux for 30 minutes
  2. customwas returned to room temperature
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe resultant organic phase was washed with a saturated saline solution
  5. dry with materialdried with anhydrous magnesium sulfate
  6. concentrationfollowed by concentration under reduced pressure
  7. washThe resultant crystals were washed with isopropyl ether

Sources & evidence

ORD record
ord-6c9fe3a035cb47aeb8d4bad8f20495c2
Source dataset
uspto-grants-1992_07
Patent number
US05134111

Reaction notes

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