Acetone → 3,5-Di-t-butylstyrene

HRID 411930ノート

反応式

HRID 411930 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

HCID 109219283,5-Di-t-butylstyrene収率 93.1%

試薬・触媒・溶媒 2

HCID 74505Methyltriphenyliphosphonium bromide触媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-6545aeb0162145e7942686cd4591c438
出典データセット
uspto-grants-2003_05
特許番号
US06558818B1

反応ノート

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