4-Bromo-2-fluorophenol → HCID 66816667, compound

HRID 1755087Notes

Reaction equation

HRID 1755087 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([F:9])[CH:3]=1.CC(C)([O-])C.[K+].I[CH2:17][CH2:18][CH2:19][F:20]>CN1C(=O)N(C)CC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:17][CH2:18][CH2:19][F:20])=[C:4]([F:9])[CH:3]=1

Participants

5

Reactant 3

HCID 27249814-Bromo-2-fluorophenolHCID 128991281-Iodo-3-fluoropropaneHCID 23665647Potassium tert-butoxide

Product 1

HCID 66816667HCID 66816667, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 66611,3-Dimethyl-2-imidazolidinoneSolvent

Conditions

Temperature
60 °C

Procedure

4-Bromo-2-fluorophenol (382 mg, 2.0 mmol) was dissolved in DMI (0.5 mL), and potassium tert-butoxide (224 mg, 2.0 mmol) was added at room temperature. 1-Iodo-3-fluoropropane (376 mg, 2.0 mmol) was added to the reaction solution, and the mixture was heated to 60° C. and stirred for six hours. The reaction solution was purified by silica gel column chromatography to give 4-bromo-2-fluoro-1-(3-fluoro-propoxy)-benzene (410 mg, 82%).

Workup

  1. customThe reaction solution was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-8a65f34b061749f7ba5c51e60e2157e4
Source dataset
uspto-grants-2015_10
Patent number
US09169254B2

Reaction notes

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