Hydrochloric Acid → 3-Methyl-2-furoic acid

HRID 466782Notes

Reaction equation

HRID 466782 reaction equation
[CH3:1][C:2]1[CH:6]=[CH:5][O:4][C:3]=1[C:7]([O:9]C)=[O:8].[OH-].[Na+].Cl>>[CH3:1][C:2]1[CH:6]=[CH:5][O:4][C:3]=1[C:7]([OH:9])=[O:8]

Participants

4

Procedure

A mixture of 3-methyl-2-furoic acid, methyl ester [20.0 g, 0.14 mole, 0.14 mole, Organic Synthesis 39, 49 (1959)] and 20% NaOH solution (46 mL) was refluxed under argon for 2 hours. The cooled mixture was acidified with concentrated HCl (28.5 mL). The resulting white precipitate was collected, washed with water and dried in vacuo to give the title acid (16.53 g, 94%) as a white crystalline solid, mp 132°-134° C.

Workup

  1. temperaturewas refluxed under argon for 2 hours
  2. customThe resulting white precipitate was collected
  3. washwashed with water
  4. customdried in vacuo
  5. customto give the title acid (16.53 g, 94%) as a white crystalline solid, mp 132°-134° C.

Sources & evidence

ORD record
ord-f09d79d4c6a34d01b747642602cf925c
Source dataset
uspto-grants-1992_10
Patent number
US05157134

Reaction notes

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