Ethanol → HCID 567365, compound

HRID 1580129Notes

Reaction equation

HRID 1580129 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2([C:19]#[N:20])[CH2:14][CH2:13][C:12]3([O:18][CH2:17][CH2:16][O:15]3)[CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.[OH-].[K+].C([OH:25])C>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2([C:19](=[O:25])[NH2:20])[CH2:10][CH2:11][C:12]3([O:15][CH2:16][CH2:17][O:18]3)[CH2:13][CH2:14]2)[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 559736HCID 559736, compound

Product 1

HCID 567365HCID 567365, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3.5 g of 4-(3-methoxyphenyl)-4-cyano-1,1-ethylenedioxy-cyclohexane, 70 ml of 5 % aqueous potassium hydroxide and 70 ml of ethanol is refluxed for 22 hours. After cooling, the mixture is diluted with water, and then extracted with chloroform. The chloroform extract is dried and evaporated to remove solvent. The residue thus obtained is recrystallized from a mixture of ethylacetate and n-hexane. 2.32 g of 4-(3-methoxyphenyl)-4-carbamoyl-1,1-ethylenedioxy-cyclohexane are obtained. M.p. 135° - 138°C.

Workup

  1. temperatureis refluxed for 22 hours
  2. temperatureAfter cooling
  3. extractionextracted with chloroform
  4. extractionThe chloroform extract
  5. customis dried
  6. customevaporated
  7. customto remove solvent
  8. customThe residue thus obtained
  9. customis recrystallized from a mixture of ethylacetate and n-hexane

Sources & evidence

ORD record
ord-c27302f1670b404a998f0b37c9f102c7
Source dataset
uspto-grants-1976_01
Patent number
US03932429

Reaction notes

Loading…