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Myristyl bromide → 1-tetradecylpyrrolidine

HRID 258242
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반응식

HRID 258242 반응식
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[NH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1>C(#N)C>[CH2:2]([N:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 8208Myristyl bromideHCID 31268Pyrrolidine

생성물 1

HCID 41458371-tetradecylpyrrolidine수율 75%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

In a 250-mL round bottom flask, equipped with a magnetic stirrer, a heating mantle and reflux condenser, were placed 1-bromotetradecane (10 g, 36 mmol), acetonitrile (100 mL) and pyrrolidine (5.1 g, 72 mmol). The reaction mixture was refluxed for 3 hrs. The reaction mixture was cooled to room temperature and was concentrated on a rotary evaporator to a residue. Water and ethyl acetate were added. The organic phase was separated and washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated to dryness affording 7.2 g (75% yield) of 1-tetradecylpyrrolidine, as a light yellow semi-solid. This intermediate was subjected to the next step without further purification.

후처리

  1. customIn a 250-mL round bottom flask, equipped with a magnetic stirrer
  2. temperaturea heating mantle and reflux condenser
  3. temperatureThe reaction mixture was refluxed for 3 hrs
  4. concentrationwas concentrated on a rotary evaporator to a residue
  5. additionWater and ethyl acetate were added
  6. customThe organic phase was separated
  7. washwashed with saturated sodium chloride solution
  8. dry with materialdried over anhydrous magnesium sulfate
  9. filtrationAfter filtration
  10. customthe solvent was evaporated to dryness

출처 및 근거

ORD 기록
ord-e227f5ba402b43708822ff980e445702
출처 데이터셋
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05266567

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