Pyridine → (1-Cyanocyclopropyl)methyl 4-methylbenzenesulfonate

HRID 504527Notes

Reaction equation

HRID 504527 reaction equation
[OH:1][CH2:2][C:3]1([C:6]#[N:7])[CH2:5][CH2:4]1.N1C=CC=CC=1.[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1>C(Cl)Cl>[C:6]([C:3]1([CH2:2][O:1][S:20]([C:17]2[CH:18]=[CH:19][C:14]([CH3:24])=[CH:15][CH:16]=2)(=[O:22])=[O:21])[CH2:5][CH2:4]1)#[N:7]

Participants

5

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 220282071-(Hydroxymethyl)cyclopropane-1-carbonitrile

Product 1

HCID 22028201(1-Cyanocyclopropyl)methyl 4-methylbenzenesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At 0° C., to a solution of 1-hydroxymethyl-cyclopropanecarbonitrile (3.7 g, 38 mmol) in CH2Cl2 (40 mL) was added pyridine (3.62 g, 45.8 mmol) and p-toluenesulfonyl chloride (7.27 g, 38 mmol). After stirred for 3 h, the solution was concentrated and the residue was used for next step reaction without further purification.

Workup

  1. concentrationthe solution was concentrated
  2. customthe residue was used for next step reaction without further purification

Sources & evidence

ORD record
ord-4db481750bd2416fb75061b356642e46
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

Loading…