Reaction #554643

ord-e2a0d5eb27f54a2c8c9fae9d97057072

Reaction equation

Oc1ccc(Br)cc1
4-bromophenol
ClCC1CC1
(chloromethyl)cyclopropane
O=C([O-])[O-].[K+].[K+]
K2CO3
CN(C)C=O
DMF
→
Brc1ccc(OCC2CC2)cc1
1-Bromo-4-cyclopropylmethoxybenzene

Reactants

Oc1ccc(Br)cc1
4-bromophenol
ClCC1CC1
(chloromethyl)cyclopropane
O=C([O-])[O-].[K+].[K+]
K2CO3
CN(C)C=O
DMF

Reagents

None

Solvents

O
water

Conditions

Temperature
80°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Extractionextracted with DCM
  2. 2
    DryingThe organic layer is dried with MgSO4
  3. 3
    Filtrationfiltered
  4. 4
    Otherthe solvent is removed in vacuo

Procedure

5.0 g (28.9 mmol) 4-bromophenol, 3.93 g (43.4 mmol) (chloromethyl)cyclopropane and 7.99 g (57.8 mmol) K2CO3 are added to 10 mL DMF and stirred at 80° C. over night. Afterwards the reaction mixture is diluted with water and extracted with DCM. The organic layer is dried with MgSO4, filtered and the solvent is removed in vacuo.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08623860B2uspto-grants-2014_01