Allyl bromide → HCID 58707351, compound

HRID 450842Notes

Reaction equation

HRID 450842 reaction equation
[NH2:1][C:2]1[C:6]2[CH:7]=[C:8]([Cl:11])[CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:12](=[O:22])[C:13]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:14]=1[OH:21].C(=O)([O-])[O-].[K+].[K+].[CH2:29](Br)[CH:30]=[CH2:31]>CC(C)=O>[NH2:1][C:2]1[C:6]2[CH:7]=[C:8]([Cl:11])[CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:12](=[O:22])[C:13]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:14]=1[O:21][CH2:31][CH:30]=[CH2:29]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 58707374HCID 58707374, compound

Product 1

HCID 58707351HCID 58707351, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
55 °C

Procedure

A suspension of 3-amino-5-chloro-2-(2-hydroxy-5-methoxybenzoyl)-benzofuran (0.06 g, 0.19 mmol), potassium carbonate (0.08 g, 0.6 mmol) and allyl bromide (0.1 g, 0.8 mmol) in dry acetone (3 ml) is stirred 55° C. for 48 h. The solids are filtered off and the solution is concentrated under reduced pressure. Purification of the residue by silicagel column chromatography yields the title compound of m.p. 115-116° C.

Workup

  1. filtrationThe solids are filtered off
  2. concentrationthe solution is concentrated under reduced pressure
  3. customPurification of the residue by silicagel column chromatography

Sources & evidence

ORD record
ord-06225944f9ed4a39b15ab3b20e5f9589
Source dataset
uspto-grants-2013_07
Patent number
US08486996B2

Reaction notes

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