Diethyl Ether → HCID 19041797, compound

HRID 1684029Notes

Reaction equation

HRID 1684029 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C(OCC)C.[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:23]2[CH2:27][S:26]C(=S)[S:24]2)[CH:17]=[C:18]([O:21][CH3:22])[C:19]=1[OH:20]>C1COCC1>[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:23]([SH:24])[CH2:27][SH:26])[CH:17]=[C:18]([O:21][CH3:22])[C:19]=1[OH:20]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 19041800HCID 19041800, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 19041797HCID 19041797, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

Lithium aluminum hydride (0.553 g, 14.58 mmole) is added to 10 ml dry diethyl ether and 10 ml dry THF. To this slurry is added dropwise 4-(3,5-dimethoxy-4-hydroxyphenyl)-1,3-dithiolane-2-thione (34) (2.00 g, 6.94 mmole) predissolved in 40 ml dry THF. The reaction is stirred under a nitrogen (N2) atmosphere until the solution becomes colorless (1 hour). The reaction is cooled to 0° C. and the excess hydride destroyed with H2O. The reaction mixture is acidified with 10% HCl and immediately extracted with diethyl ether. The organic layer was washed with H2O, dried over MgSO4, filtered and evaporated to a white solid (1.64 g, 96%).

Workup

  1. custom(1 hour)
  2. customthe excess hydride destroyed with H2O
  3. extractionimmediately extracted with diethyl ether
  4. washThe organic layer was washed with H2O
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated to a white solid (1.64 g, 96%)

Sources & evidence

ORD record
ord-fa32af613c2c4e839fe4ed7a69139b60
Source dataset
uspto-grants-1997_06
Patent number
US05639782

Reaction notes

Loading…