Ethanethiol → HCID 11819569, compound

HRID 2253978Notes

Reaction equation

HRID 2253978 reaction equation
[CH2:1]([SH:3])[CH3:2].[OH-].[Na+].Br[CH2:7][C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9]>>[CH2:1]([S:3][CH2:7][C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH3:2]

Participants

4

Reactant 3

HCID 6343EthanethiolHCID 14798Sodium HydroxideHCID 79177tert-Butyl bromoacetate

Product 1

HCID 11819569HCID 11819569, compound

Procedure

Under ice cooling, 4.6 ml of ethyl mercaptan was added to 62 ml of 1N-NaOH aqueous solution followed by stirring for 30 minutes. Furthermore, 10.1 ml of tert-butyl bromoacetate was gradually added to the mixture under ice cooling and the resulting mixture was reacted at room temperature for 3 hours. After completion of the reaction, the reaction mixture was extracted 4 times with ethyl acetate and the extract was washed with saturated sodium chloride aqueous solution. After the ethyl acetate layer was dried over magnesium sulfate, ethyl acetate was distilled off to give 12.0 g of crude tert-butyl (ethylthio)acetate.

Workup

  1. customthe resulting mixture was reacted at room temperature for 3 hours
  2. customAfter completion of the reaction
  3. extractionthe reaction mixture was extracted 4 times with ethyl acetate
  4. washthe extract was washed with saturated sodium chloride aqueous solution
  5. dry with materialAfter the ethyl acetate layer was dried over magnesium sulfate, ethyl acetate
  6. distillationwas distilled off

Sources & evidence

ORD record
ord-615f3b5ae5ef4a0298307adadd3222e4
Source dataset
uspto-grants-1993_08
Patent number
US05233035

Reaction notes

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