trans-4-Methyl-1-p-tolyl-1-penten-3-ol → 2-Methyl-5-(p-tolyl)-3-pentanol

HRID 915179노트

반응식

HRID 915179 반응식
[CH3:1][CH:2]([CH3:14])[CH:3]([OH:13])/[CH:4]=[CH:5]/[C:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[CH:8][CH:7]=1>CO.C(OCC)(=O)C.[Pd]>[CH3:14][CH:2]([CH:3]([OH:13])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[CH:8][CH:7]=1)[CH3:1]

참가 물질

5

반응물 1

HCID 69517116trans-4-Methyl-1-p-tolyl-1-penten-3-ol

생성물 1

HCID 617499612-Methyl-5-(p-tolyl)-3-pentanol수율 91.6%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of trans-4-methyl-1-p-tolyl-1-penten-3-ol (43.2 g, 0.227 mol) in methanol (35 mL) was added 2 micro-spoon of palladium, 10% on activated carbon and the reaction mixture was hydrogenated overnight at 40 psi. The solution was diluted with ethyl acetate, filtered over celite and evaporated to give 40 g of 2-methyl-5-(p-tolyl)-3-pentanol as a colorless oil and used without further purification in the next step (step g). 1H NMR (300 MHz; CDCl3): 0.90 (d, J=6.9 Hz, 6 H), 1.70 (m, 4 H), 2.31 (s, 3 H), 2.62 (m, 1 H), 2.78 (m, 1 H), 3.39 (m, 1 H), 7.09 (s, 4 H).

후처리

  1. filtrationfiltered over celite
  2. customevaporated

출처 및 근거

ORD 기록
ord-067b6838162b479bbd8aaa95410a3641
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265139B2

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