Propargyl bromide → HCID 18615637, compound

HRID 1265361Notes

Reaction equation

HRID 1265361 reaction equation
[NH2:1][C:2]1[C:7]([N:8]2[C:12](=[O:13])[CH:11]3[CH2:14][CH2:15][CH:16]=[CH:17][CH:10]3[C:9]2=[O:18])=[C:6]([F:19])[CH:5]=[C:4]([Cl:20])[C:3]=1[OH:21].[CH2:22](Br)[C:23]#[CH:24].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[NH2:1][C:2]1[C:3]([O:21][CH2:24][C:23]#[CH:22])=[C:4]([Cl:20])[CH:5]=[C:6]([F:19])[C:7]=1[N:8]1[C:12](=[O:13])[CH:11]2[CH2:14][CH2:15][CH:16]=[CH:17][CH:10]2[C:9]1=[O:18]

Participants

5

Reactant 3

HCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 86585900HCID 86585900, compound

Product 1

HCID 18615637HCID 18615637, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-amino-6-chloro-4-fluoro-3-(tetrahydrophthalimido)phenol (0.31 g), propargyl bromide (0.2 ml), potassium carbonate (0.14 g), and acetonitrile (5 ml) was heated under reflux for 0.5 hr. The solvent and excess reagent were removed under reduced pressure. The residue was purified by a silica gel column, eluted with ethyl acetate to give the title product (0.2 g).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 0.5 hr
  3. customThe solvent and excess reagent were removed under reduced pressure
  4. customThe residue was purified by a silica gel column
  5. washeluted with ethyl acetate

Sources & evidence

ORD record
ord-87b4b5d72f544c2db53e3b2a3632ed1c
Source dataset
uspto-grants-2003_04
Patent number
US06545161B2

Reaction notes

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