2-Methyl-5-(p-tolyl)-3-pentanol → 1,1,7-Trimethyl-1,2,3,4-tetrahydronaphthalene

HRID 915178

반응식

HRID 915178 반응식
[CH3:1][CH:2]([CH:4](O)[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=1)[CH3:3]>ClCCl>[CH3:1][C:2]1([CH3:3])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH3:13])[CH:11]=2)[CH2:6][CH2:5][CH2:4]1

참가 물질

3

반응물 1

HCID 617499612-Methyl-5-(p-tolyl)-3-pentanol

생성물 1

HCID 2263961,1,7-Trimethyl-1,2,3,4-tetrahydronaphthalene수율 99.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
60 °C

실험 절차

A solution of 2-methyl-5-(p-tolyl)-3-pentanol (74 g, 0.385 mol) in dichloromethane (100 mL) was mixed with polyphosphoric acid (570 g) and the reaction mixture was heated to 60° C. and stirred overnight. After cooling, ice/water was slowly added and the aqueous extracted with dichloromethane. The organic layer was successively washed with water, aq NaHCO4, water and brine, dried (Mg2SO4), filtered and evaporated to give 67 g of 1,1,7-trimethyl-1,2,3,4-tetrahydronaphthalene and used without further purification in the next step (step f). 1H NMR (300 MHz; CDCl3): 1.34 (s, 6 H), 1.69 (m, 2 H), 1.83 (m, 2 H), 2.37 (s, 3 H), 2.78 (m, 2 H), 6.99 (m, 2 H), 7.19 (s, 1 H).

후처리

  1. temperatureAfter cooling
  2. extractionthe aqueous extracted with dichloromethane
  3. washThe organic layer was successively washed with water, aq NaHCO4, water and brine
  4. dry with materialdried (Mg2SO4)
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-d3acbfcaa3714177bf120a6b757e0fab
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265139B2

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