Carbon Disulfide → Potassium 2-ethoxyethyl trithiocarbonate

HRID 4438

Reaction equation

HRID 4438 reaction equation
CC(C)([O-])C.[K+:6].[CH2:7]([O:9][CH2:10][CH2:11][SH:12])[CH3:8].[C:13](=[S:15])=[S:14]>O1CCCC1>[C:13](=[S:14])([S-:15])[S:12][CH2:11][CH2:10][O:9][CH2:7][CH3:8].[K+:6]

Participants

5

Reactant 3

HCID 6348Carbon DisulfideHCID 284972-EthoxyethanethiolHCID 23665647Potassium tert-butoxide

Product 1

HCID 23707565Potassium 2-ethoxyethyl trithiocarbonate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 6.79 g potassium t-butoxide in 300 ml of anhydrous tetrahydrofuran cooled to 0° C. under a nitrogen atmosphere was added 6.42 g of 2-mercaptoethyl ethyl ether. The resulting slurry was stirred at 25° C. for 1 hour, then 4.4 ml. of carbon disulfide was added dropwise at 0° C. The resulting solution was stirred at 25° C. for 30 min., then concentrated in vacuo. Diethyl ether (300 ml) was added and the mixture was filtered, washed with ether and dried under nitrogen to yield 12.6 g of the title compound as a yellow solid.

Workup

  1. stirringThe resulting solution was stirred at 25° C. for 30 min.
  2. concentrationconcentrated in vacuo
  3. additionDiethyl ether (300 ml) was added
  4. filtrationthe mixture was filtered
  5. washwashed with ether
  6. customdried under nitrogen

Sources & evidence

ORD record
ord-19f79d6d3da9450dae07f2e0f2b882be
Source dataset
uspto-grants-1988_02
Patent number
US04725678

Linked notes

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