O-Xylene → Phenyl methane triphosphonic acid

HRID 325263

반응식

HRID 325263 반응식
[Na].[C:2]1([CH3:9])[C:3](C)=[CH:4][CH:5]=[CH:6][CH:7]=1.[P:10]([O-:17])([O:14]CC)[O:11]CC.C1(C(Cl)(Cl)Cl)C=CC=CC=1>O1CCCC1>[C:2]1([C:9]([P:10]([OH:17])(=[O:11])[OH:14])([P:10]([OH:17])(=[O:14])[OH:11])[P:10]([OH:17])(=[O:14])[OH:11])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 7237O-XyleneHCID 7367BenzotrichlorideHCID 3780918DiethylphosphiteHCID 5360545Sodium2회

생성물 1

HCID 56631278Phenyl methane triphosphonic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
100 °C

실험 절차

There were mixed together 23.0 grams (1.0 mole) of sodium metal along with 90 cc. of xylene and 80 cc. of tetrahydrofurane and the mixture placed under a nitrogen atmosphere. There were then added over a 35 minute period 138.10 grams (1.0 mole) of diethyl phosphite using external cooling to control the reaction exotherm and maintain the temperature at 60° to 65° C. After addition was complete the mixture was heated to 100° C. and maintained there for about 1 hour until there was no more sodium. The mixture was cooled to 60° C. and there was started the addition of 64.5 grams (0.33 mole) of benzotrichloride (α,α,α-trichlorotoluene). The exothermic reaction was cooled to maintain the temperature at 60° to 65° C. during the 25 minute addition period. The mixture was heated at 70° to 75° C. for 7 hours and the sodium chloride filtered off. The product in the pot was then subjected to distillation, terminal conditions being a pot temperature of 205° C., distillate temperature 125° C. and pressure 4 mm. The solid residue in the pot was hexaethyl phenyl methane triphosphonate. This product was hydrolyzed and the hydrolysis product purified as in Example 1 to obtain phenyl methane triphosphonic acid.

후처리

  1. temperatureexternal cooling
  2. temperaturemaintain the temperature at 60° to 65° C
  3. additionAfter addition
  4. temperaturemaintained there for about 1 hour until there
  5. temperatureThe mixture was cooled to 60° C.
  6. customThe exothermic reaction
  7. temperaturewas cooled
  8. temperatureto maintain the temperature at 60° to 65° C.
  9. additionduring the 25 minute addition period
  10. temperatureThe mixture was heated at 70° to 75° C. for 7 hours
  11. filtrationthe sodium chloride filtered off
  12. distillationThe product in the pot was then subjected to distillation, terminal conditions
  13. customa pot temperature of 205° C., distillate temperature 125° C. and pressure 4 mm
  14. customthe hydrolysis product purified as in Example 1

출처 및 근거

ORD 기록
ord-d5b3d9f94fa24099a44ac1f651a10d52
출처 데이터셋
uspto-grants-1984_04
특허 번호
US04440646

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