Diethyl Ether → HCID 18182277, compound

HRID 1359414Notes

Reaction equation

HRID 1359414 reaction equation
C(OCC)C.[CH2:6]([C:13]1[C:14]2[CH2:21][CH2:20][CH:19]([C:22](OCC)=[O:23])[CH2:18][C:15]=2[S:16][CH:17]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>O>[CH2:6]([C:13]1[C:14]2[CH2:21][CH2:20][CH:19]([CH2:22][OH:23])[CH2:18][C:15]=2[S:16][CH:17]=1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

6

Reactant 4

HCID 3283Diethyl Ether2×HCID 14798Sodium HydroxideHCID 18182320HCID 18182320, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 18182277HCID 18182277, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 10 ml of diethyl ether containing 2.8 g of 3-benzyl-6-ethoxycarbonyl-4,5,6,7-tetrahydrobenzo[b]thiophene was slowly added dropwise into a suspension of 100 ml of diethyl ether containing 421 mg of lithium aluminum hydride under ice-cooling. After stirring as it was for 30 minutes, 0.4 ml of water, 0.4 ml of an aqueous 1N sodium hydroxide solution and 0.4 ml of water were successively added to the reaction solution and the mixture was dried over anhydrous magnesium sulfate. After filtering, the solvent was removed, to give 2.5 g of the target compound.

Workup

  1. temperaturecooling
  2. dry with materialthe mixture was dried over anhydrous magnesium sulfate
  3. filtrationAfter filtering
  4. customthe solvent was removed

Sources & evidence

ORD record
ord-a1a82b284aee4522bc59eeb794be5fc2
Source dataset
uspto-grants-2003_07
Patent number
US06599917B1

Reaction notes

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