Acetic Acid → HCID 20318402, 화합물

HRID 838834노트

반응식

HRID 838834 반응식
[Na].[C:2]([C:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([CH3:13])[C:7]=1[OH:14])([CH3:5])([CH3:4])[CH3:3].[C:15]([O:19][CH3:20])(=[O:18])[CH:16]=[CH2:17].C(O)(=O)C>C1(C)C=CC=CC=1>[C:2]([C:6]1[C:7]([OH:14])=[C:8]([CH3:13])[C:9]([CH3:12])=[C:10]([CH2:17][CH2:16][C:15]([O:19][CH3:20])=[O:18])[CH:11]=1)([CH3:5])([CH3:4])[CH3:3]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 7294Methyl AcrylateHCID 170766Phenol, 6-(1,1-dimethylethyl)-2,3-dimethyl-HCID 5360545Sodium2회

생성물 1

HCID 20318402HCID 20318402, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

1.53 grams of sodium metal was added in small pieces to 240.6 grams of 2-tert.-butyl-5,6-dimethylphenol warmed at 60°. The reaction mixture was then heated at 120° with stirring for 2 hours, during which time the sodium metal was completely reacted. 174 grams of methyl acrylate was then added gradually over a period of 1 hour so that the temperature was maintained at 120°. The reaction mixture was then heated at 120° to 130° for an additional four hours. 3.9 ml. of acetic acid was then added. The reaction mixture was diluted with 600 ml. of toluene and warmed to dissolve a precipitate. The toluene solution was washed successively with 2N sodium carbonate, saturated sodium chloride, water, dilute aqueous hydrochloric acid and finally with water until the water washings were almost neutral. After drying over sodium sulfate, the clear toluene solution was evaporated at 20 mm Hg. pressure and finally at 1 mm. Hg. pressure for two hours. The crude residual product was crystallized from a mixture of 450 ml. of isopropanol and 200 ml. water and kept at about 15° C overnight. The thick crystalline slurry was filtered, the filter cake being washed with a little cold isopropanol-water mixture. After drying and recrystallization, the desired product was obtained as white crystals melting at 74° to 76° C (Compound 1).

후처리

  1. temperaturewarmed at 60°
  2. temperatureThe reaction mixture was then heated at 120°
  3. customwas completely reacted
  4. temperaturewas maintained at 120°
  5. temperatureThe reaction mixture was then heated at 120° to 130° for an additional four hours
  6. additionThe reaction mixture was diluted with 600 ml
  7. dissolutionto dissolve a precipitate
  8. washThe toluene solution was washed successively with 2N sodium carbonate, saturated sodium chloride, water, dilute aqueous hydrochloric acid and finally with water until the water washings
  9. dry with materialAfter drying over sodium sulfate
  10. customthe clear toluene solution was evaporated at 20 mm Hg
  11. customThe crude residual product was crystallized from a mixture of 450 ml
  12. waitwater and kept at about 15° C overnight
  13. filtrationThe thick crystalline slurry was filtered
  14. washthe filter cake being washed with a little cold isopropanol-water mixture
  15. customAfter drying
  16. customrecrystallization

출처 및 근거

ORD 기록
ord-3d89808327c74922b611db1a9e98ff7a
출처 데이터셋
uspto-grants-1978_06
특허 번호
US04093587

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