Diethyl Ether → HCID 86734899, compound

HRID 437991Notes

Reaction equation

HRID 437991 reaction equation
C(=O)([O-])[O-].[K+].[K+].[OH-].[Na+].F[B-](F)(F)F.[C:14]([CH:22]([S+:27]([CH3:29])[CH3:28])[CH2:23][CH2:24][CH2:25][CH3:26])(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.CCOCC>C(Cl)(Cl)Cl>[CH3:28][S:27]([CH3:29])=[C:22]([CH2:23][CH2:24][CH2:25][CH3:26])[C:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:21]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 20317825HCID 20317825, compound

Product 1

HCID 86734899HCID 86734899, compoundYield 15.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of a saturated aqueous solution (72 ml.) of potassium carbonate and a 12.5 M aqueous solution (10 ml.) of sodium hydroxide is added to an ice-cooled, vigorously stirred solution of 1-benzoylpentyl dimethylsulphonium tetrafluoroborate (36.0 g.) in chloroform (100 ml.) at such a rate that the temperature does not exceed 10° C. After the addition is complete, the mixture is allowed to warm up to 20° C. and is stirred at this temperature for 15 minutes. The mixture is then separated by filtration and the chloroform layer of the filtrate is dried (sodium sulphate) and evaporated to give an oily residue. Trituration of this residue with ether (5 ml.) gives crystalline α-dimethylsulphuranylidene-n-hexanophenone (4.0 g.), which is used as starting material immediately.

Workup

  1. temperaturecooled
  2. customdoes not exceed 10° C
  3. additionAfter the addition
  4. customThe mixture is then separated by filtration
  5. dry with materialthe chloroform layer of the filtrate is dried (sodium sulphate)
  6. customevaporated
  7. customto give an oily residue

Sources & evidence

ORD record
ord-97ec75af37d049c8aaef31640579ec5e
Source dataset
uspto-grants-1977_06
Patent number
US04032651

Reaction notes

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