O-Xylene → RU78783

HRID 325262

反応式

HRID 325262 の反応式
[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.C(Cl)(Cl)C1C=CC=CC=1>O1CCCC1>[C:2]1([CH:9]([P:10]([OH:17])(=[O:11])[OH:14])[P:10]([OH:17])(=[O:14])[OH:11])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 7237O-XyleneHCID 7411Benzal chlorideHCID 3780918DiethylphosphiteHCID 5360545Sodium2 回

生成物 1

HCID 447537RU78783

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
62 °C

実験手順

There were charged into the reaction vessel 23.0 grams (1.0 mole) of sodium metal along with 90 cc. of xylene and 80 cc. of tetrahydrofurane. The vessel was placed under a nitrogen blanket and 138.10 grams (1.0 mole) of diethyl phosphite added over a 35 minute period. An exothermic reaction ensued which was maintained at 62° C. by external cooling. After addition was complete the mixture was heated to 100° C. and held there until all of the sodium metal was gone. The mixture was cooled to 60° to 70° C. and 80.50 grams (0.5 mole) of benzal chloride were added gradually over a 25 minute period. An exothermic reaction ensued which was maintained at 60° to 70° C. by external cooling. The mixture was then heated for 4 hours at 70° to 75° C., cooled to 60° C. The liquid material was separated from the solid and the solid boiled 8 times with 100 cc. of benzene to extract the organic material. The eluate product was then distilled, terminal conditions being a pot temperature of 201° C., distillate temperature 125° C. and pressure 6 mm. The solid residue of 70 grams was tetraethyl phenyl methane diphosphonate. This product was hydrolyzed and the hydrolysis product purified as in Example 1 to obtain phenyl methane diphosphonic acid.

後処理

  1. additionadded over a 35 minute period
  2. customAn exothermic reaction
  3. additionAfter addition
  4. temperaturewas heated to 100° C.
  5. temperatureThe mixture was cooled to 60° to 70° C.
  6. customAn exothermic reaction
  7. temperaturewas maintained at 60° to 70° C. by external cooling
  8. temperatureThe mixture was then heated for 4 hours at 70° to 75° C.
  9. temperaturecooled to 60° C
  10. customThe liquid material was separated from the solid
  11. extractionof benzene to extract the organic material
  12. distillationThe eluate product was then distilled
  13. customa pot temperature of 201° C., distillate temperature 125° C. and pressure 6 mm
  14. customthe hydrolysis product purified as in Example 1

出典と根拠

ORDレコード
ord-483e34dc895e45988dd43a0bf485fd25
出典データセット
uspto-grants-1984_04
特許番号
US04440646

関連ノート

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