p-(Dimethoxymethyl)anisole → 2-(4-Methoxyphenyl)-5-methyl-1,3-dioxane-5-carboxylic acid

HRID 39214

반응식

HRID 39214 반응식
[OH:1][CH2:2][C:3]([CH2:8][OH:9])([CH3:7])[C:4]([OH:6])=[O:5].CO[CH:12](OC)[C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1>C1(C)C=CC(S(O)(=O)=O)=CC=1.CC(C)=O>[CH3:20][O:19][C:16]1[CH:17]=[CH:18][C:13]([CH:12]2[O:9][CH2:8][C:3]([CH3:7])([C:4]([OH:6])=[O:5])[CH2:2][O:1]2)=[CH:14][CH:15]=1

참가 물질

5

반응물 2

HCID 75140p-(Dimethoxymethyl)anisoleHCID 78501Dimethylolpropionic acid

생성물 1

HCID 5851472-(4-Methoxyphenyl)-5-methyl-1,3-dioxane-5-carboxylic acid수율 74.4%

시약·촉매·용매 2

HCID 6101p-Toluenesulfonic acid촉매HCID 180Acetone용매

반응 조건

온도
22.5 °C

실험 절차

2,2-bis(hydroxymethyl)propionic acid (10 g) and anisaldehyde dimethyl acetal (20.4 g) were added to acetone (50 ml) at 20-25° C. p-Toluenesulfonic acid (0.51 g) was added to the reaction mixture and stirred at 20-25° C. for 5 hours. The mixture was then cooled to 0-5° C. and stirred for 1 hour. The slurry was filtered and the solid was washed with chilled (0-5° C.) acetone (10 ml). The solid was dried under vacuum at 45-50° C. for 4 hour. The solid was added to toluene (150 ml) and the resulting mixture was heated at 65-70° C. for 2 hours. The mixture was then cooled to 5-10° C. and stirred for 30 minutes. The slurry was filtered and the solid was washed with toluene (10 ml) followed by drying under vacuum at 30-35° C. for 4 hours to obtain title compound (14.0 g, 74.4%).

후처리

  1. additionwas added to the reaction mixture
  2. temperatureThe mixture was then cooled to 0-5° C.
  3. stirringstirred for 1 hour
  4. filtrationThe slurry was filtered
  5. washthe solid was washed
  6. temperaturewith chilled (0-5° C.) acetone (10 ml)
  7. customThe solid was dried under vacuum at 45-50° C. for 4 hour
  8. additionThe solid was added to toluene (150 ml)
  9. temperaturethe resulting mixture was heated at 65-70° C. for 2 hours
  10. temperatureThe mixture was then cooled to 5-10° C.
  11. stirringstirred for 30 minutes
  12. filtrationThe slurry was filtered
  13. washthe solid was washed with toluene (10 ml)
  14. customby drying under vacuum at 30-35° C. for 4 hours

출처 및 근거

ORD 기록
ord-ce5852ba11a14809924815902305fdbd
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524893B2

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