Sodium sulfate decahydrate → (4-Phenylsulfanylmethyl-phenyl)-methanol

HRID 926994Notes

Reaction equation

HRID 926994 reaction equation
[C:1]1([S:7][CH2:8][C:9]2[CH:18]=[CH:17][C:12]([C:13](OC)=[O:14])=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[C:1]1([S:7][CH2:8][C:9]2[CH:10]=[CH:11][C:12]([CH2:13][OH:14])=[CH:17][CH:18]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 366566Methyl 4-(phenylsulfanylmethyl)benzoateHCID 21226445Aluminium lithium hydride

Product 1

HCID 59255239(4-Phenylsulfanylmethyl-phenyl)-methanolYield 95.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl 4-(phenylsulfanylmethyl)benzoate (1.07 g) was dissolved in THF (14 mL), added with lithium aluminum hydride (200 mg) in small portions under ice cooling, and stirred for 40 minutes at the same temperature. Under ice cooling, sodium sulfate decahydrate was added in small portions and filtered through Celite. The solvent was evaporated under reduced pressure. The residues were suspended in hexane and collected by filtration to obtain the title compound (910 mg) as a white powder.

Workup

  1. filtrationfiltered through Celite
  2. customThe solvent was evaporated under reduced pressure
  3. filtrationcollected by filtration

Sources & evidence

ORD record
ord-515455be59cd4491a9782fc76afb926c
Source dataset
uspto-grants-2016_03
Patent number
US09290440B2

Reaction notes

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