Water → Ethyl 2-mercapto-2-methylpropanoate

HRID 1435086Notes

Reaction equation

HRID 1435086 reaction equation
Br[C:2]([CH3:9])([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].O.[SH-:11].[Na+].O>C(O)C>[CH2:6]([O:5][C:3](=[O:4])[C:2]([SH:11])([CH3:9])[CH3:8])[CH3:7]

Participants

5

Reactant 3

HCID 962WaterHCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 16211346Sodium hydrosulfide hydrate

Product 1

HCID 14181802Ethyl 2-mercapto-2-methylpropanoateYield 36%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-bromoisobutyrate (48.8 g, 0.250 mole), sodium hydrosulfide hydrate (84 g, 1.5 mole), water (100 mL), ethyl alcohol (200 mL). Let reaction mix stir at room temperature. Next day, no starting material observed. Crude yield: 74.3%; distillation yield: 36.0%.

Workup

  1. customreaction
  2. additionmix
  3. distillationdistillation yield: 36.0%

Sources & evidence

ORD record
ord-e75733b00fb949a88f3a90873c089504
Source dataset
uspto-grants-2009_11
Patent number
US07615661B2

Reaction notes

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