Bromocyclopentane → HCID 18615645, compound

HRID 1265363Notes

Reaction equation

HRID 1265363 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].[CH:22]1(Br)[CH2:26][CH2:25][CH2:24][CH2:23]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[NH2:1][C:2]1[C:3]([O:21][CH:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)=[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 8728BromocyclopentaneHCID 11430Potassium CarbonateHCID 86585900HCID 86585900, compound

Product 1

HCID 18615645HCID 18615645, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-amino-6-chloro-4-fluoro-3-(tetrahydrophthalimido)phenol (0.31 g), cyclopentyl bromide (1.3 ml), potassium carbonate (0.14 g), and acetonitrile (5 ml) was heated under reflux for 2 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 (0.17 g).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 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-c0a044d4fcad42f48c76917b297fceeb
Source dataset
uspto-grants-2003_04
Patent number
US06545161B2

Reaction notes

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