Fluorene → HCID 69977936, 화합물

HRID 1075375

반응식

HRID 1075375 반응식
C([Li])CCC.[CH:6]1[C:18]2[CH2:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]=2[CH:9]=[CH:8][CH:7]=1.Br[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].Br[CH2:27][CH2:28][CH2:29][CH2:30][C:31]([CH3:35])([CH3:34])[C:32]#[N:33]>CCCCCC.O1CCCC1.O>[CH2:20]([C:17]1([CH2:27][CH2:28][CH2:29][CH2:30][C:31]([C:32]#[N:33])([CH3:35])[CH3:34])[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:10]2[C:18]1=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

참가 물질

8

반응물 4

HCID 6853FluoreneHCID 81011-BromohexaneHCID 46382156-Bromo-2,2-dimethylhexanenitrileHCID 178418339Butyllithium2회

생성물 1

HCID 69977936HCID 69977936, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매2회

반응 조건

온도
-7.5 °C

실험 절차

2.4 g of butyllithium dissolved in 15 ml of hexane was slowly added during 5 minutes into 6.0 g of fluorene dissolved in 40 ml of anhydrous tetrahydrofuran at -50° C. under nitrogen protection. The mixture was stirred at -30 to 15° C. for 1 hour before it was cooled again to -40 ~-50° C. Then, 6.0 g of 1-bromohexane was added in 5 minutes. The mixture was subsequently stirred for 2 hours while the temperature was gradually increased to room temperature. The mixture was then cooled to -50° C., and 2.4 g of butyllithium dissolved in 15 ml of hexane was slowly added in 5 minutes under nitrogen protection. The mixture was stirred at -30 to 15° C. for 1 hour before it was cooled again to -40~-50° C. Then, 7.6 g of 6-bromo-2,2-dimethylhexanenitrile was added in 5 minutes. The mixture was subsequently stirred for 15 hours at room temperature, dispersed in water, and extracted with ether. The etheral solution was washed with water and brine, dried with magnesium sulfate, and evaporated. The residue was distilled to collect 12.4 g (92%) of light yellow liquid. MS (m/z): 373 (M+), 288, 249, 217, 191, 179, 165.

후처리

  1. temperaturewas cooled again to -40 ~-50° C
  2. stirringThe mixture was subsequently stirred for 2 hours while the temperature
  3. temperaturewas gradually increased to room temperature
  4. temperatureThe mixture was then cooled to -50° C.
  5. additionwas slowly added in 5 minutes under nitrogen protection
  6. stirringThe mixture was stirred at -30 to 15° C. for 1 hour before it
  7. temperaturewas cooled again to -40~-50° C
  8. stirringThe mixture was subsequently stirred for 15 hours at room temperature
  9. extractionextracted with ether
  10. washThe etheral solution was washed with water and brine
  11. dry with materialdried with magnesium sulfate
  12. customevaporated
  13. distillationThe residue was distilled
  14. customto collect 12.4 g (92%) of light yellow liquid

출처 및 근거

ORD 기록
ord-ae0238323acb46f9af43d3973be69560
출처 데이터셋
uspto-grants-1999_05
특허 번호
US05900327

연결된 노트

불러오는 중…