Benzyl Bromide → 2-(Benzyloxy)-1-bromo-4-(2-methyloctan-2-YL)benzene

HRID 26083

반응식

HRID 26083 반응식
[H-].[K+].[Br:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:18])([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH3:11])=[CH:6][C:5]=1[OH:19].[CH2:20](Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CN(C)C=O>[CH2:20]([O:19][C:5]1[CH:6]=[C:7]([C:10]([CH3:18])([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH3:11])[CH:8]=[CH:9][C:4]=1[Br:3])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 82127Potassium hydrideHCID 127881872-Bromo-5-(2-methyloctan-2-YL)phenol

생성물 1

HCID 128821642-(Benzyloxy)-1-bromo-4-(2-methyloctan-2-YL)benzene

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

To a -18° C. slurry of 23.0 g. (0.575 mole) of potassium hydride in 400 ml. of N,N-dimethylformamide is added over a 45 minute period a solution of 150 g. (0.5 mole) of 2-(4-bromo-3-hydroxyphenyl)-2-methyloctane in 400 ml. of N,N-dimethylformamide (reaction temperature ≤ -15° C.). The reaction mixture is stirred 15 minutes longer after which a solution of 98.3 g. (0.575 mole) of benzyl bromide in 200 ml. of N,N-dimethylformamide is added. The mixture is then warmed to room temperature and stirred 30 minutes longer. It is quenched by addition to 6 liters of ice water. The quenched mixture is extracted six times with 500 ml. of ether. The combined extract is washed twice with one liter portions of water and once with one liter of saturated sodium chloride, dried over magnesium sulfate and evaporated to a quantitative yield of the title product.

후처리

  1. customTo a -18° C.
  2. stirringstirred 30 minutes longer
  3. customIt is quenched by addition to 6 liters of ice water
  4. extractionThe quenched mixture is extracted six times with 500 ml
  5. extractionThe combined extract
  6. washis washed twice with one liter portions of water and once with one liter of saturated sodium chloride
  7. dry with materialdried over magnesium sulfate

출처 및 근거

ORD 기록
ord-b9ccb1c6746043d695dfe0015179ddd7
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04147872

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