Hydrochloric Acid → 1,3,5-Tris(4,4-dimethyl-3-oxopentanoyl)benzene

HRID 1885769노트

반응식

HRID 1885769 반응식
[H-].[Na+].[CH3:3][C:4](=[O:9])[C:5]([CH3:8])([CH3:7])[CH3:6].C[C:11]1[C:16]([C:17]([O-:19])=O)=[C:15](C)[C:14]([C:21]([O-:23])=O)=[C:13](C)[C:12]=1[C:25]([O-:27])=O.Cl>CC(C)=O.O1CCCC1>[CH3:6][C:5]([CH3:8])([CH3:7])[C:4](=[O:9])[CH2:3][C:25]([C:12]1[CH:11]=[C:16]([C:17](=[O:19])[CH2:3][C:4](=[O:9])[C:5]([CH3:8])([CH3:7])[CH3:6])[CH:15]=[C:14]([C:21](=[O:23])[CH2:3][C:4](=[O:9])[C:5]([CH3:8])([CH3:7])[CH3:6])[CH:13]=1)=[O:27]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6416PinacoloneHCID 24758Sodium hydrideHCID 7055060Trimethyl-1,3,5-benzenetricarboxylate

생성물 1

HCID 197775661,3,5-Tris(4,4-dimethyl-3-oxopentanoyl)benzene수율 52.7%

시약·촉매·용매 2

HCID 180Acetone용매HCID 8028Tetrahydrofuran용매

실험 절차

In a 100 ml three-necked flask equipped with a mechanical stirrer, dropping funnel, reflux condenser, and a nitogen-inlet tube, 2.29 gm (57 mmol) of 60% sodium hydride, 5.24 gm (52 mmol) of pinacolone, 4.0 gm (15.8 mmol) of trimethyl-1,3,5-benzenetricarboxylate, and 40 ml of anhydrous tetrahydrofuran were mixed with stirring under nitrogen stream, and the refluxing under heat was continued for 7 hours. After cooling the reaction mixture, 30 ml of 2N aqueous hydrochloric acid was added, and the mixture was extracted with chloroform. The extract was dried over anhydrous sodium sulfate and the solvent was removed by evaporation to give a crude product. Acetone was added to the crude product, and recrystallization afforded 3.8 gm of the target compound as yellow crystals (yield: 52%).

후처리

  1. customIn a 100 ml three-necked flask equipped with a mechanical stirrer
  2. temperaturereflux condenser, and a nitogen-inlet tube
  3. temperaturethe refluxing under heat
  4. additionwas added
  5. extractionthe mixture was extracted with chloroform
  6. dry with materialThe extract was dried over anhydrous sodium sulfate
  7. customthe solvent was removed by evaporation
  8. customto give a crude product

출처 및 근거

ORD 기록
ord-3b6546eeb84748ceb3ee84553aaff115
출처 데이터셋
uspto-grants-1992_09
특허 번호
US05146002

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