Methyl iodide → HCID 21055325, compound

HRID 2215272Notes

Reaction equation

HRID 2215272 reaction equation
[CH3:1][C@H:2]([CH2:5][S:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[C:8]=1[OH:15])[CH2:3][OH:4].[C:16](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[CH3:1][C@H:2]([CH2:5][S:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[C:8]=1[O:15][CH3:16])[CH2:3][OH:4]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 21055327HCID 21055327, compound

Product 1

HCID 21055325HCID 21055325, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
60 °C

Procedure

0.43 g (0.0019 mol) of 2-(S)-methyl-3-(2-hydroxy-3-methoxyphenylthio)propan-1-ol (XXg), 10 ml of acetone and 0.26 g (0.0019 mol) of potassium carbonate are introduced into a round-bottomed flask kept under an inert atmosphere. After 15 minutes, 0.12 ml (0.0019 mol) of methyl iodide is introduced and the mixture is heated at 60° C. for 8 hours. The mixture is concentrated under reduced pressure. The residue is taken up in water and the aqueous phase is extracted with dichloromethane. The combined organic phases are dried over magnesium sulfate, filtered and concentrated. The residue obtained is used without additional purification in the following stage.

Workup

  1. concentrationThe mixture is concentrated under reduced pressure
  2. extractionthe aqueous phase is extracted with dichloromethane
  3. dry with materialThe combined organic phases are dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue obtained
  7. customis used without additional purification in the following stage

Sources & evidence

ORD record
ord-46acdf0a6e1d4e48ad7e88d70306b349
Source dataset
uspto-grants-2006_09
Patent number
US07109234B2

Reaction notes

Loading…