Hydrochloric Acid → 3-Methyl-2-furoic acid

HRID 1614026Notes

Reaction equation

HRID 1614026 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-0640bd4eaba044b8a2a4fe4b06bfe2f7
Source dataset
uspto-grants-1993_03
Patent number
US05194634

Reaction notes

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