Phenol → 2-Hydroxy-3,5-bis(2-methylbutan-2-yl)benzaldehyde

HRID 258211

반응식

HRID 258211 반응식
[C:1]([C:6]1[CH:11]=[C:10]([C:12]([CH2:15][CH3:16])([CH3:14])[CH3:13])[CH:9]=[CH:8][C:7]=1[OH:17])([CH2:4][CH3:5])([CH3:3])[CH3:2].[OH-].[Na+].[C:20]1([OH:26])C=CC=CC=1.C(Cl)(Cl)Cl>C(O)C.O>[C:1]([C:6]1[CH:11]=[C:10]([C:12]([CH2:15][CH3:16])([CH3:14])[CH3:13])[CH:9]=[C:8]([CH:20]=[O:26])[C:7]=1[OH:17])([CH2:4][CH3:5])([CH3:3])[CH3:2]

참가 물질

7

반응물 4

HCID 996PhenolHCID 6212ChloroformHCID 84552,4-Di-tert-pentylphenolHCID 14798Sodium Hydroxide

생성물 1

HCID 110652542-Hydroxy-3,5-bis(2-methylbutan-2-yl)benzaldehyde

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

실험 절차

2,4-di-t-amylphenol (70 g, 0.30 mole) was dissolved in 200 ml absolute ethanol in a 1 L round bottom flask equipped with a water-cooled condenser. Sodium hydroxide (82 g, 2.0 moles) was dissolved in 80 ml water and added while still hot to the solution of phenol. Chloroform (149 g, 1.25 mole) was added in 2 ml portions over a 45-minute period. The resulting yellow-brown mixture was stirred 2 hours while cooling to ambient temperature. The mixture was extracted into 400 ml of hexanes and the organic layer rinsed with 400 ml of 1M HCl. The organic layer was isolated in a separatory funnel and dried over anhydrous magnesium sulfate. The mixture was filtered and rotoevaporated to a thick syrup, and the IR spectrum of the crude product showed the characteristic aldehyde carbonyl stretching frequency. The product was used without further purification.

후처리

  1. temperaturecooled condenser
  2. extractionThe mixture was extracted into 400 ml of hexanes
  3. washthe organic layer rinsed with 400 ml of 1M HCl
  4. customThe organic layer was isolated in a separatory funnel
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationThe mixture was filtered
  7. customThe product was used without further purification

출처 및 근거

ORD 기록
ord-14441e01a68a4210854564d5bc41de9e
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05266283

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