Hydrochloric Acid → HCID 19370421, compound

HRID 129779Notes

Reaction equation

HRID 129779 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:25])[CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=[C:11]([S:26][CH3:27])[CH:10]=1.Cl.[OH-]>CCOCC.O>[CH3:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([OH:25])[CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=[C:11]([S:26][CH3:27])[CH:10]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 961HydroxideHCID 19370428HCID 19370428, compoundHCID 21226445Aluminium lithium hydride2×

Product 1

HCID 19370421HCID 19370421, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent2×

Procedure

0.3 g (7.9 mmol) lithium aluminium hydride is placed in 50.0 ml absolute ether and cooled in the ice bath to 0°-5° C. 1-(4-methoxy-2-methylthiophenyl)-2-(4-methoxyphenyl)ethanon (71) (6.9 mml) is dissolved in absolute ether and slowly added dropwise to the lithium aluminium hydride suspension. Following that it is heated for one hour to boiling point. After cooling, it is hydrolysed carefully with water, and acidified with dilute hydrochloric acid, until all the alumuinium hydroxide has gone into solution. It is extracted three times with ether, washed twice with water, dried over MgSO4, filtered and condensed in a water jet vacuum. The product is purified by column chromatography with silica gel 60 (eluction medium dichloromethane/ether (19:1).

Workup

  1. temperatureis heated for one hour
  2. temperatureAfter cooling
  3. extractionIt is extracted three times with ether
  4. washwashed twice with water
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customcondensed in a water jet vacuum
  8. customThe product is purified by column chromatography with silica gel 60 (eluction medium dichloromethane/ether (19:1)

Sources & evidence

ORD record
ord-cdf6a3cb996b42169866eb99aca56c35
Source dataset
uspto-grants-1995_11
Patent number
US05470854

Reaction notes

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