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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Benzyl Bromide → HCID 10420947, 화합물

HRID 2397620
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HRID 2397620 반응식
[OH:1][C@@H:2]([CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH:3]=[CH2:4].CCCCCC.[H-].[Na+].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CN(C)C=O>[CH2:18]([O:1][C@@H:2]([CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH:3]=[CH2:4])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 7498Benzyl BromideHCID 8058HexaneHCID 24758Sodium hydrideHCID 2724898(3S)-1-Octen-3-ol

생성물 1

HCID 10420947HCID 10420947, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

반응 조건

온도
25 °C

실험 절차

A solution of 3(S)-hydroxy-1-octene (6.41 g., 0.05 mole) in dry dimethylformamide is added dropwise to a stirred suspension of hexane (2 × 10 ml.) -- prewashed sodium hydride (50% dispersion in mineral oil, 2.64 g., 0.055 mole) in dry dimethylformamide (45 ml.) at 25° C. Upon cessation of gas evolution, the reaction mixture is cooled to 0° to 5° C. and treated with a solution of benzyl bromide (10.3 g., 0.06 mole) in dry dimethylformamide (10 ml.). The resulting mixture is stirred at 25° C. for 16 hours, then is heated at 100° C. for 1 hour. After cooling to 25° C., the reaction mixture is diluted with ice water (50 ml.) and extracted with ether four times. The combined organic extract is washed with 2N hydrochloric acid and saturated aqueous brine, dried over magnesium sulfate and filtered. In vacuo evaporation of the filtrate leaves an oily residue which affords the title compound upon distillation as a colorless oil.

후처리

  1. customat 25° C
  2. temperatureUpon cessation of gas evolution, the reaction mixture is cooled to 0° to 5° C.
  3. temperatureis heated at 100° C. for 1 hour
  4. temperatureAfter cooling to 25° C.
  5. extractionextracted with ether four times
  6. extractionThe combined organic extract
  7. washis washed with 2N hydrochloric acid and saturated aqueous brine
  8. dry with materialdried over magnesium sulfate
  9. filtrationfiltered
  10. customIn vacuo evaporation of the filtrate
  11. customleaves an oily residue which

출처 및 근거

ORD 기록
ord-599268b58bfc48588eddced469e73c32
출처 데이터셋
uspto-grants-1977_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04022794

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