Phenol → 5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 458705

반응식

HRID 458705 반응식
[Cl-].[Cl-].[Cl-].[Al+3].ClCCl.Cl[C:9]([CH3:17])([CH2:11][CH2:12][C:13](Cl)([CH3:15])[CH3:14])[CH3:10].[C:18]1([OH:24])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>[Cl-].[Cl-].C>[CH3:10][C:9]1([CH3:17])[CH2:11][CH2:12][C:13]([CH3:15])([CH3:14])[C:22]2[CH:23]=[C:18]([OH:24])[CH:19]=[CH:20][C:21]1=2

참가 물질

6

반응물 4

HCID 996PhenolHCID 6344DichloromethaneHCID 80360Hexane, 2,5-dichloro-2,5-dimethyl-HCID 6451240Aluminum(III) Chloride

생성물 1

HCID 2687865,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ol수율 90.8%

시약·촉매·용매 1

HCID 20976018Dichloride methane용매

반응 조건

온도
35 °C

실험 절차

To a mixture of aluminum trichloride (3.0 g, 22.5 mmol), dichloromethane (50 ml) and 2,5-dichloro-2,5-dimethylhexane (15.0 g, 81.9 mmol) is added dropwise into a solution of phenol (7.7 g, 81.90 mmol) in 50 ml of methane dichloride, then the reaction mixture is heated for 4 hours at 35° C. After cooled, the reaction mixture is poured into ice (200 g) and extracted with ether (3×80 ml). The organic phase is washed with 10% NaHCO3 solution (2×150 ml), dried over MgSO4 and evaporated to give a crude product, which is crystallized from ethanol to give the title compound (15.20 g, 84%).

후처리

  1. temperatureAfter cooled
  2. extractionextracted with ether (3×80 ml)
  3. washThe organic phase is washed with 10% NaHCO3 solution (2×150 ml)
  4. dry with materialdried over MgSO4
  5. customevaporated
  6. customto give a crude product, which
  7. customis crystallized from ethanol

출처 및 근거

ORD 기록
ord-3d0d8ee35d8947cebc541e6f02e65792
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07192970B2

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