1,2-Dichloroethane → HCID 19882549, compound

HRID 847251Notes

Reaction equation

HRID 847251 reaction equation
[OH:1][C:2]1[C:11]([OH:12])=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][C:7]2=[O:13].Cl[CH2:15][CH2:16]Cl.C([O-])([O-])=O.[K+].[K+]>CS(C)=O>[CH2:15]1[CH2:16][O:12][C:11]2[C:2](=[C:3]3[C:8](=[CH:9][CH:10]=2)[C:7](=[O:13])[CH2:6][CH2:5][CH2:4]3)[O:1]1

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 11430Potassium CarbonateHCID 123536405,6-Dihydroxy-3,4-dihydronaphthalen-1(2H)-one

Product 1

HCID 19882549HCID 19882549, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

5,6-Dihydroxy-1-tetralone (6 g) was heated at 125° C. with 1,2-dichloroethane (7 ml) and K2CO3 (14 g) in DMSO (70 ml) under N2 for 45 min. The reaction was quenched with ice water then extracted with Et2O. The aqueous layer was removed, then EtOAc added to the remaining organics. This solution was dried (MgSO4), filtered and evaporated to give the desired product.

Workup

  1. customThe reaction was quenched with ice water
  2. extractionthen extracted with Et2O
  3. customThe aqueous layer was removed
  4. additionEtOAc added to the remaining organics
  5. dry with materialThis solution was dried (MgSO4)
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-4828b4d186554648ac9f5712d539e94e
Source dataset
uspto-grants-1992_08
Patent number
US05140040

Reaction notes

Loading…