Propanoic acid, 2-bromo-2-methyl-, ethyl ester → HCID 44227492, compound

HRID 1435089Notes

Reaction equation

HRID 1435089 reaction equation
Br[C:2]([CH3:9])([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:10][C:11]([SH:15])([CH2:13][CH3:14])[CH3:12].[OH-].[K+]>C(O)C>[CH2:6]([O:5][C:3](=[O:4])[C:2]([S:15][C:11]([CH3:12])([CH3:10])[CH2:13][CH3:14])([CH3:9])[CH3:8])[CH3:7]

Participants

5

Reactant 3

HCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 14797Potassium HydroxideHCID 15511tert-Amylthiol

Product 1

HCID 44227492HCID 44227492, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-bromoisobutyrate (33.9 g, 0.174 mole), 2-methyl-2-butanethiol (20.0 g, 0.192 mole), potassium hydroxide (12.2 g, 0.192 mole), ethyl alcohol (100 g) were combined and the reaction mixture was refluxed for approximately 10 hours prior to quenching. Crude yield: 63.5%; after column chromatography 18.1%.

Workup

  1. temperaturethe reaction mixture was refluxed for approximately 10 hours
  2. customto quenching

Sources & evidence

ORD record
ord-55043752c00040d6a292038d20b6adfa
Source dataset
uspto-grants-2009_11
Patent number
US07615661B2

Reaction notes

Loading…