1-Bromopentane → 2-n-Pentoxy-5-nonyl benzophenone

HRID 483071

반응식

HRID 483071 반응식
[OH:1][C:2]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[OH-].[Na+].[CH2:27](Br)[CH2:28][CH2:29][CH2:30][CH3:31]>C(Cl)Cl.O.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:27]([O:1][C:2]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5])[CH2:28][CH2:29][CH2:30][CH3:31]

참가 물질

7

반응물 3

HCID 80571-BromopentaneHCID 14798Sodium HydroxideHCID 93939Methanone, (2-hydroxy-5-nonylphenyl)phenyl-

생성물 1

HCID 538938732-n-Pentoxy-5-nonyl benzophenone수율 82%

시약·촉매·용매 3

HCID 74236Tetrabutylammonium Bromide촉매HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

A solution of 2-hydroxy-5-nonyl benzophenone, 15 g, in 100 mL methylene chloride was mixed with a solution of 9.25 g NaOH in 100 mL water. To this mixture was added 6.9 g n-pentyl bromide and 1.48 g tetra-n-butylammonium bromide. The whole mixture was then vigorously agitated overnight at 40° C. After cooling to room temperature with 50 mL CH2Cl2. The combined methylene chloride layers were concentrated to an oil, which was taken up in 100 mL petroleum ether and washed with 100 mL water. Finally, the organic layer was dried over anhydrous magnesium sulfate and the volatiles removed under vacuum to give 15 g (82% yield) of 2-n-pentoxy-5-nonyl benzophenone.

후처리

  1. customvigorously agitated overnight
  2. customat 40° C
  3. concentrationThe combined methylene chloride layers were concentrated to an oil, which
  4. washwashed with 100 mL water
  5. dry with materialFinally, the organic layer was dried over anhydrous magnesium sulfate
  6. customthe volatiles removed under vacuum

출처 및 근거

ORD 기록
ord-c311d96f2e954f6182650344fbe57b25
출처 데이터셋
uspto-grants-1986_03
특허 번호
US04578250

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