Water → 1-[2-(4-Allyloxy-benzyloxy)-ethyl]-1H-[1,2,3]triazole

HRID 1768061

Reaction equation

HRID 1768061 reaction equation
[H-].[Na+].[CH2:3]([O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13]Cl)=[CH:9][CH:8]=1)[CH:4]=[CH2:5].[N:15]1([CH2:20][CH2:21][OH:22])[CH:19]=[CH:18][N:17]=[N:16]1.O>CN(C=O)C>[CH2:3]([O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][O:22][CH2:21][CH2:20][N:15]2[CH:19]=[CH:18][N:17]=[N:16]2)=[CH:9][CH:8]=1)[CH:4]=[CH2:5]

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 99892372-(1H-1,2,3-triazol-1-yl)ethan-1-olHCID 123479361-Allyloxy-4-chloromethyl-benzene

Product 1

HCID 236145301-[2-(4-Allyloxy-benzyloxy)-ethyl]-1H-[1,2,3]triazole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

197 mg 8.21 mmol) 95% sodium hydride were given at −50° C. to a solution of 1.00 g (5.47 mmol) 1-allyloxy-4-chloromethyl-benzene and 619 mg (5.47 mmol) 2-(1H-[1,2,3]-triazol-1-yl)-ethanol in 9.0 ml DMF. The mixture was allowed to warm slowly to r.t., stirred overnight and 10 ml water added. The formed oil was collected with 10 ml dichloromethane, the aqueous phase extracted with 10 ml dichloromethane and the combined organic phases dried over Na2SO4.

Workup

  1. customThe formed oil was collected with 10 ml dichloromethane
  2. extractionthe aqueous phase extracted with 10 ml dichloromethane
  3. dry with materialthe combined organic phases dried over Na2SO4

Sources & evidence

ORD record
ord-31f888388f00438d868e6f1e2fc9bb7b
Source dataset
uspto-grants-2007_06
Patent number
US07235574B2

Linked notes

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