Methyl 2-furoate → HCID 21387718, compound

HRID 1833847Notes

Reaction equation

HRID 1833847 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[O:11]1[CH:15]=[CH:14][CH:13]=[C:12]1[C:16]([O:18][CH3:19])=[O:17]>C(Cl)(Cl)(Cl)Cl>[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([C:15]1[O:11][C:12]([C:16]([O:18][CH3:19])=[O:17])=[CH:13][CH:14]=1)=[O:5]

Participants

4

Reactant 2

HCID 11902Methyl 2-furoateHCID 702762-Methylbenzoyl chloride

Product 1

HCID 21387718HCID 21387718, compoundYield 90.4%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 2-methylbenzoyl chloride (prepared as described by Frankland and Ashton, Trans. Chem. Soc. 1899, 75, 494; 77 g.), methyl 2-furoate (83 g.), anhydrous ferric chloride (1.5 g.) and carbon tetrachloride (125 ml.) was heated under reflux on a steam bath for 7.5 hours and then distilled to give methyl 5-(2-methylbenzoyl)-2-furoate (110 g.) in the form of a colourless oil, b.p. 170° C./0.2 mm.Hg.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux on a steam bath for 7.5 hours
  3. distillationdistilled

Sources & evidence

ORD record
ord-b7d7fe4e734b42c68182baaee12ba13f
Source dataset
uspto-grants-1978_01
Patent number
US04067723

Reaction notes

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