2,6-Lutidine → 3-(Tert-butyl-dimethyl-silanyloxy)-butane-2-thiol

HRID 553839Notes

Reaction equation

HRID 553839 reaction equation
N1C(C)=CC=CC=1C.[SH:9][CH:10]([CH3:14])[CH:11]([OH:13])[CH3:12].FC(F)(F)S(O[Si:21]([C:24]([CH3:27])([CH3:26])[CH3:25])([CH3:23])[CH3:22])(=O)=O>C(Cl)Cl>[C:24]([Si:21]([CH3:23])([CH3:22])[O:13][CH:11]([CH3:12])[CH:10]([SH:9])[CH3:14])([CH3:27])([CH3:26])[CH3:25]

Participants

5

Reactant 3

HCID 79372,6-LutidineHCID 620872-Mercapto-3-butanolHCID 123564tert-Butyldimethylsilyl trifluoromethanesulphonate

Product 1

HCID 866224063-(Tert-butyl-dimethyl-silanyloxy)-butane-2-thiol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-20 °C

Procedure

2,6-lutidine (163 μl) was added to a solution of 3-mercapto-2-butanol (68 mg) in DCM (5 ml) and the mixture was cooled down to −20° C. Tert-butyldimethylsilyl trifluoromethanesulfonate (163 μl) was slowly added and it was stirred 1 h at −20° C. Another 163 μl of the silyl reagent was added and the mixture was allowed to warm to RT and stirred one might at RT. The mixture was evaporated off and used without purification and characterization.

Workup

  1. temperatureto warm to RT
  2. stirringstirred one might at RT
  3. customThe mixture was evaporated off
  4. customused without purification and characterization

Sources & evidence

ORD record
ord-97f4b10580d3497b9d7381d16c1c36ad
Source dataset
uspto-grants-2011_11
Patent number
US08048881B2

Reaction notes

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