Sodium Hydroxide → 4-(4-Bromophenyl)cyclohexane carboxylic acid methyl ester

HRID 1893068

반응식

HRID 1893068 반응식
[CH3:1][O:2][C:3]([CH:5]1[CH2:10][CH2:9][CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7][CH2:6]1)=[O:4].[N+]([O-])([O-])=O.[Tl+3].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[Br:30]Br.[OH-].[Na+]>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]([CH:5]1[CH2:6][CH2:7][CH:8]([C:11]2[CH:16]=[CH:15][C:14]([Br:30])=[CH:13][CH:12]=2)[CH2:9][CH2:10]1)=[O:4]

참가 물질

6

반응물 4

HCID 14798Sodium HydroxideHCID 24408BromineHCID 159690Thallic nitrateHCID 754723Methyl 4-phenylcyclohexane-1-carboxylate

생성물 1

HCID 584532034-(4-Bromophenyl)cyclohexane carboxylic acid methyl ester수율 70.8%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

10 g (45.8 mmol) of methyl-4-phenylcyclohexane carboxylate and 3.46 g (7.78 mmol) of thallium(III) nitrate were dissolved in chloroform. 120 mL of the resulting solution was cooled to 0° C. 1.87 mL (36.6 mmol) of Br2 was added dropwise to the resulting solution, and reacted at room temperature for 24 hours. Then, the reacted solution was neutralized by 10% NaOH aqueous solution, extracted by chloroform, dried by anhydrous Na2SO4, and filtered. The filtrate was concentrated under reduced pressure. The resulting material was recrystallized from ethanol to obtain 7.7 g (57%) 4-(4-bromophenyl)cyclohexane carboxylic acid methyl ester.

후처리

  1. customreacted at room temperature for 24 hours
  2. extractionextracted by chloroform
  3. dry with materialdried by anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customThe resulting material was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-86ff1724b252491ea9bf0b41905cf4a2
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08512598B2

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