2-Methylbenzoxazole → HCID 67725565, compound

HRID 1377381Notes

Reaction equation

HRID 1377381 reaction equation
[CH3:1][C:2]1[O:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[CH2:11]([I:16])[CH2:12][CH2:13][CH2:14][CH3:15]>CCOCC>[I-:16].[CH2:11]([N+:6]1[C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[O:3][C:2]=1[CH3:1])[CH2:12][CH2:13][CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 72252-MethylbenzoxazoleHCID 123351-Iodopentane

Product 1

HCID 67725565HCID 67725565, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A stirred solution of 2-methylbenzoxazole (10 g, 75 mmol) and n-pentyl iodide (14.85 g, 75 mmol) was heated at reflux for 18 h. After cooling, the yellow-brown solid was slurried in ether, filtered off and washed with ether. The resulting solid was air dried to give 3-n-pentyl-2-methylbenzoxazolium iodide (20.3 g, 82%).

Workup

  1. temperatureat reflux for 18 h
  2. temperatureAfter cooling
  3. filtrationfiltered off
  4. washwashed with ether
  5. customdried

Sources & evidence

ORD record
ord-43e9a2f79e944a1caccdebb0f6fed509
Source dataset
uspto-grants-1997_09
Patent number
US05665328

Reaction notes

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