HCID 20358241, compound → HCID 20358237, compound

HRID 2083217Notes

Reaction equation

HRID 2083217 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[O:13][C:12]([CH:14]([OH:20])[CH2:15][CH2:16][C:17]([OH:19])=O)=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]>Cl>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[O:13][C:12]([CH:14]3[O:20][C:17](=[O:19])[CH2:16][CH2:15]3)=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

3

Reactant 1

HCID 20358241HCID 20358241, compound

Product 1

HCID 20358237HCID 20358237, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 3.0 g (0.009 mole) of 4-[5-(3,4-dichlorophenyl)-2-furanyl]-4-hydroxybutanoic acid and 50 ml of 10% hydrochloric acid was heated at 55° for 21/2 hrs and then cooled. The resulting solid was filtered, dissolved in ethyl acetate and dried over MgSO4. The MgSO4 was removed by filtration and the filtrate was diluted with hexane. The resulting solid was filtered and dried in the vacuum pistol at room temperature to yield 1.2 g (45%), m.p. 89°-90°.

Workup

  1. temperaturewas heated at 55° for 21/2 hrs
  2. temperaturecooled
  3. filtrationThe resulting solid was filtered
  4. dissolutiondissolved in ethyl acetate
  5. dry with materialdried over MgSO4
  6. customThe MgSO4 was removed by filtration
  7. additionthe filtrate was diluted with hexane
  8. filtrationThe resulting solid was filtered
  9. customdried in the vacuum pistol at room temperature
  10. customto yield 1.2 g (45%), m.p. 89°-90°

Sources & evidence

ORD record
ord-c587bccd3743468fb88865384448aeda
Source dataset
uspto-grants-1978_04
Patent number
US04085118

Reaction notes

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