Thionyl Chloride → 5-(Chloromethyl)-3-methoxy-1,2-oxazole

HRID 54417Notes

Reaction equation

HRID 54417 reaction equation
O[CH2:2][C:3]1[O:7][N:6]=[C:5]([O:8][CH3:9])[CH:4]=1.S(Cl)([Cl:12])=O>>[Cl:12][CH2:2][C:3]1[O:7][N:6]=[C:5]([O:8][CH3:9])[CH:4]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 106782583-Methoxy-5-isoxazolemethanol

Product 1

HCID 100805435-(Chloromethyl)-3-methoxy-1,2-oxazoleYield 87.5%

Procedure

A mixture of 1.0 g 5-hydroxymethyl-3-methoxy-isoxazole and 10 g thionyl chloride was stirred at room temperature for 20 h. The excess thionylchloride was removed in vacuo, dissolved in toluene and the solvent evaporated. 1.0 g of an oil was obtained.

Workup

  1. customThe excess thionylchloride was removed in vacuo
  2. dissolutiondissolved in toluene
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-6871ca3f494c4a59b5a335d37e90a551
Source dataset
uspto-grants-1997_04
Patent number
US05622953

Reaction notes

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