1-Bromo-3-chloropropane → HCID 56946413, compound

HRID 2042551Notes

Reaction equation

HRID 2042551 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([CH3:14])=[N:12][N:11]([CH3:15])[C:10](=[O:16])[CH:9]=2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:24][CH2:25][CH2:26][Cl:27]>CC(C)=O>[Cl:27][CH2:26][CH2:25][CH2:24][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([CH3:14])=[N:12][N:11]([CH3:15])[C:10](=[O:16])[CH:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 56946411HCID 56946411, compound

Product 1

HCID 56946413HCID 56946413, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of the product from step 2 (710 mg, 3.29 mmol), K2CO3 (1.36 g, 3.0 eq.) and 3-bromo-1-chloropropane (0.39 mL, 1.2 eq.) in CH3COCH3 (30 mL) was heated to 80° C. overnight. The mixture was then filtered, washed with acetone and concentrated to dryness to afford the product of step 3 (950 mg, 98%): MS m/z 293 (M+H).

Workup

  1. filtrationThe mixture was then filtered
  2. washwashed with acetone
  3. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-a8e4a84de2ea425bb832c138f037acda
Source dataset
uspto-grants-2013_11
Patent number
US08586588B2

Reaction notes

Loading…