Methanesulfonyl chloride → 1-Propanol, 3-(trimethylsilyl)-

HRID 1735170Notes

Reaction equation

HRID 1735170 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][Si:7]([CH3:13])([CH3:12])[CH2:8][CH2:9][CH2:10][OH:11]>ClCCl>[CH3:6][Si:7]([CH3:13])([CH3:12])[CH2:8][CH2:9][CH2:10][OH:11].[CH3:1][S:2]([O-:4])(=[O:11])=[O:3]

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 762131-Propanol, 3-(trimethylsilyl)-

Product 2

HCID 762131-Propanol, 3-(trimethylsilyl)-HCID 85257Methanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methanesulfonylchloride (0.73 ml, 9 mmol) was added dropwise to a solution of 3-(trimethylsilyl)-1-propanol (1.2 ml, 7.56 mmol) cooled at 0° C. in 20 ml of dichloromethane. After 45 minutes stirring, the reaction mixture was partitioned between water and dichloromethane, the organic phase was separated, the solvent was evaporated under reduced pressure to afford the expected 3-(trimethylsilyl)-1-propanol, methanesulfonate in crude quantitative yield.

Workup

  1. customthe reaction mixture was partitioned between water and dichloromethane
  2. customthe organic phase was separated
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-be159df48cbd409fabadf77353b4cf44
Source dataset
uspto-grants-1996_07
Patent number
US05536732

Reaction notes

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