Acetone → 3,5-Di-t-butylstyrene

HRID 411930

반응식

HRID 411930 반응식
[CH3:1]C(C)([O-])C.[K+].[C:7]([C:11]1[CH:12]=[C:13]([CH:16]=[C:17]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:18]=1)[CH:14]=O)([CH3:10])([CH3:9])[CH3:8].CC(C)=O>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.O1CCCC1>[C:7]([C:11]1[CH:12]=[C:13]([CH:16]=[C:17]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:18]=1)[CH:14]=[CH2:1])([CH3:10])([CH3:9])[CH3:8]

참가 물질

6

반응물 3

HCID 180AcetoneHCID 12682533,5-Bis(tert-butyl)benzaldehydeHCID 23665647Potassium tert-butoxide

생성물 1

HCID 109219283,5-Di-t-butylstyrene수율 93.1%

시약·촉매·용매 2

HCID 74505Methyltriphenyliphosphonium bromide촉매HCID 8028Tetrahydrofuran용매2회

실험 절차

Dry tetrahydrofuran (80 ml) was added to a mixture of potassium t-butoxide (6.740 g, 60.06 mmoles) and methyltriphenylphosphonium bromide (24.276 g, 60.06 mmoles) and stirred at room temperature for 30 minutes. A solution of 3,5-di-t-butylbenzaldehyde (10.087 g, 46.20 mmoles) in dry tetrahydrofuran (30 ml) was then added and the reaction mixture was stirred at room temperature for 17 hours. Acetone (50 ml) was then added and then all of the solvent was removed under vacuum. Pet. ether (60-80, 150 ml) was then added to the residue and the mixture was stirred vigorously for 30 minutes. The solution was then filtered through silica, rinsing thoroughly with pet. ether (60-80) and the solvent removed under vacuum to give 3,5-di-t-butylstyrene (9.302 g, 93%).

후처리

  1. stirringthe reaction mixture was stirred at room temperature for 17 hours
  2. customall of the solvent was removed under vacuum
  3. additionPet. ether (60-80, 150 ml) was then added to the residue
  4. stirringthe mixture was stirred vigorously for 30 minutes
  5. filtrationThe solution was then filtered through silica
  6. washrinsing thoroughly with pet. ether (60-80)
  7. customthe solvent removed under vacuum

출처 및 근거

ORD 기록
ord-6545aeb0162145e7942686cd4591c438
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06558818B1

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