Ethyl Bromide → 2-(4-Ethoxyphenyl)thiazole

HRID 56085Notes

Reaction equation

HRID 56085 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[CH:11][N:12]=2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:20][CH3:21]>CC(C)=O>[CH2:20]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:9][CH:10]=[CH:11][N:12]=2)=[CH:6][CH:7]=1)[CH3:21]

Participants

5

Reactant 3

HCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 2238404-(1,3-Thiazol-2-yl)phenol

Product 1

HCID 691606082-(4-Ethoxyphenyl)thiazoleYield 100%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a mixture of 2-(4-hydroxyphenyl)thiazole (21.27 g, 0.12 mol) and K2CO3 (82.93 g, 0.60 mol) in acetone (1000 mL) was added bromoethane (39.24 g, 0.36 mol) with stirring at rt. The reaction mixture was heated at 60° C. for 11 h, then cooled to rt, filtered and concentrated in vacuo to give the title compound as a white solid (24.54 g, 100%).

Workup

  1. temperatureThe reaction mixture was heated at 60° C. for 11 h
  2. temperaturecooled to rt
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1ffa6d2b914f46358351db5fa944536d
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Reaction notes

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