Phenol → NMPD Phenol

HRID 1243668

반응식

HRID 1243668 반응식
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+:8]([C:11]([CH3:16])([CH2:14][OH:15])[CH2:12][OH:13])([O-:10])=[O:9].[Na]>>[CH3:16][C:11]([N+:8]([O-:10])=[O:9])([CH2:14][OH:15])[CH2:12][OH:13].[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 3

HCID 996PhenolHCID 64802-Methyl-2-nitro-1,3-propanediolHCID 5360545Sodium

생성물 1

HCID 131725984NMPD Phenol

실험 절차

Phenol (18.87 g, 0.20 mol), 2-nitro-2-methyl-1,3-propanediol (27.02 g, 0.20 mol) and sodium phenylate trihydrate (0.25 g, 1.5 mmol) were charged into a 3-neck flask equipped with a mechanical stirrer, distillation head with graduated receiver, thermocouple for temperature control, and nitrogen blanket/vacuum port. Under N2, stirring and heating were initiated, brining the internal reaction temperature up to 140 C. After about 10 minutes, a slow distillation of an imniscible mixture of oil/water began. The reaction was held at 140 C for 3 hours during which time a total of 11 mL of distillate was collected (7.8 mL aqueous, 3.2 mL organic oil). Vacuum (80 torr) was then applied to the reaction mass to remove the final traces of oil/water. After 15 minutes under vacuum, an additional 1.9 mL of distillate was collected (1 mL aqueous, 0.9 mL oil) and the distillation had essentially stopped. The reaction was terminated by cooling to room temperature. A dark, glassy solid weighing approximately 29 g was collected. An aliquot of this product (10.0 g) was dissolved in 20 g 1,3-dioxolane solvent. Once complete dissolution was obtained, Sigmacure 7720 Part I Phenolic Resin (60.5 g, HA International) was slowly added with vigorous stirring. The resulting product was a very dark solution free from suspended solids.

후처리

  1. customequipped with a mechanical stirrer
  2. distillationdistillation head with graduated receiver
  3. temperatureheating
  4. distillationa slow distillation of an imniscible mixture of oil/water
  5. waitThe reaction was held at 140 C for 3 hours during which time
  6. distillationa total of 11 mL of distillate was collected (7.8 mL aqueous, 3.2 mL organic oil)
  7. customto remove the final traces of oil/water
  8. waitAfter 15 minutes under vacuum
  9. distillationan additional 1.9 mL of distillate was collected (1 mL aqueous, 0.9 mL oil)
  10. distillationthe distillation
  11. customThe reaction was terminated
  12. customwas collected
  13. dissolutionAn aliquot of this product (10.0 g) was dissolved in 20 g 1,3-dioxolane solvent
  14. dissolutionOnce complete dissolution
  15. customwas obtained
  16. additionSigmacure 7720 Part I Phenolic Resin (60.5 g, HA International) was slowly added with vigorous stirring

출처 및 근거

ORD 기록
ord-34cc52793d194d50bbede8ed78744dd3
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07119131B2

연결된 노트

불러오는 중…