HCID 11794316, compound → HCID 9840907, compound

HRID 1274307Notes

Reaction equation

HRID 1274307 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]1[C:9]([S:22][C:23]2[CH:33]=[CH:32][C:26]([C:27](OCC)=[O:28])=[CH:25][CH:24]=2)=[CH:10][C:11]2[C:12]([CH3:21])([CH3:20])[CH2:13][CH2:14][C:15]([CH3:19])([CH3:18])[C:16]=2[CH:17]=1>C1COCC1>[CH3:7][C:8]1[C:9]([S:22][C:23]2[CH:33]=[CH:32][C:26]([CH2:27][OH:28])=[CH:25][CH:24]=2)=[CH:10][C:11]2[C:12]([CH3:21])([CH3:20])[CH2:13][CH2:14][C:15]([CH3:18])([CH3:19])[C:16]=2[CH:17]=1

Participants

4

Reactant 2

HCID 11794316HCID 11794316, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 9840907HCID 9840907, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

144 mg (3.8 mmol) of lithium aluminum hydride and 50 ml of THF were introduced into a three-necked flask and under a nitrogen stream. Next, a solution of 1.4 g (3.8 mmol) of ethyl 4-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthylthio)benzoate in 25 ml of THF was introduced dropwise and the mixture was heated at reflux for 8 hours. The excess hydride was destroyed with a potassium sodium tartrate solution and the reaction medium was extracted with ethyl acetate. The organic phase was decanted off, dried over magnesium sulfate and evaporated.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 8 hours
  3. customThe excess hydride was destroyed with a potassium sodium tartrate solution
  4. extractionthe reaction medium was extracted with ethyl acetate
  5. customThe organic phase was decanted off
  6. dry with materialdried over magnesium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-642b4d9f82614ea99aaacd4df38aeff1
Source dataset
uspto-grants-2000_12
Patent number
US06156788

Reaction notes

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