Tetrahydrofuran → HCID 131710833, compound

HRID 258629Notes

Reaction equation

HRID 258629 reaction equation
[CH3:1][C:2]1([CH3:7])[C:5](=[O:6])[O:4][CH2:3]1.O1[CH2:12][CH2:11][CH2:10][CH2:9]1>>[CH3:1][C:2]1([CH3:7])[C:5](=[O:6])[O:4][CH2:3]1.[CH2:9]=[CH:10][C:11](=[CH2:12])[CH3:1].[CH3:1][C:2]1([CH3:7])[C:5](=[O:6])[O:4][CH2:3]1

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 16059Pivalolactone2×

Product 1

HCID 131710833HCID 131710833, compound

Procedure

After 0.5 hour at 60° C., the solution was cooled to room temperature and 5.5 ml of pivalolactone was added. The resultant mixture was warmed slightly, and in about 15 minutes gelation occurred and it became too viscous to stir. It was let stand at room temperature overnight, and then was mixed with 250 ml of tetrahydrofuran. The mixture was transferred to a blender, and after being blended it was centrifuged. Extraction with THF showed no homopolyisoprene. The mixture was finally processed in a blender with about an equal volume of ethanol containing acetic acid and phenyl-β-naphthylamine antioxidant. The shredded polymer was separated on a filter and dried at room temperature under vacuum; yield, 12.5 g (80%, based on starting materials). Analysis by I. R. indicated approximately 45% pivalolactone in the polymer.

Workup

  1. waitin about 15 minutes gelation occurred
  2. customat room temperature
  3. customovernight
  4. extractionExtraction with THF
  5. additioncontaining acetic acid and phenyl-β-naphthylamine antioxidant
  6. customThe shredded polymer was separated on
  7. filtrationa filter
  8. customdried at room temperature under vacuum
  9. customyield

Sources & evidence

ORD record
ord-1be9a718ad7e4de8a7affe793a96f9d5
Source dataset
uspto-grants-1977_07
Patent number
US04034021

Reaction notes

Loading…