Water → 4-Cyanophenethyl methanesulfonate

HRID 1596456Notes

Reaction equation

HRID 1596456 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[OH:6][CH2:7][CH2:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=1.O>C(Cl)Cl>[CH3:1][S:2]([O:6][CH2:7][CH2:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 962WaterHCID 31297Methanesulfonyl chlorideHCID 28008154-(2-Hydroxyethyl)benzonitrile

Product 1

HCID 226326484-Cyanophenethyl methanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

MsCl (18.6 g; 164 mmol) was added to a stirred solution of 4-(2-hydroxyethyl)benzonitrile (20 g; 136 mmol) and TEA (20.6 g; 204 mmol) in DCM (200 mL) at 0° C. The reaction mixture was stirred at rt. until tlc indicated that the reaction was complete. Water (200 mL) was added and the organic layer was separated, dried and concentrated to give the sub-title compound in a quantitative yield.

Workup

  1. customthe organic layer was separated
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-89ca263fcbed4607bcd9fa4ea633aa8e
Source dataset
uspto-grants-2001_09
Patent number
US06291475B1

Reaction notes

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