Ammonium Chloride → 5-methoxy-1-propyl-1H-indene

HRID 7874

반응식

HRID 7874 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]=[CH:6]2.[Li]C.I[CH2:15][CH2:16][CH3:17].[NH4+].[Cl-]>CCOCC>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH:8]([CH2:15][CH2:16][CH3:17])[CH:7]=[CH:6]2

참가 물질

6

반응물 4

HCID 25517Ammonium ChlorideHCID 336431-IodopropaneHCID 127219015-Methoxy-1H-indeneHCID 178418348HCID 178418348, 화합물

생성물 1

HCID 219909075-methoxy-1-propyl-1H-indene수율 108.3%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매3회

실험 절차

A solution of 5-methoxy-1H-indene (0.895 g, 6.12 mmol) in anhydrous Et2O (7.5 mL) was treated with 1.4M MeLi in Et2O (4.7 mL, 6.58 mmol) added dropwise over 10 minutes. The resulting hazy solution was stirred at room temperature an additional 15 minutes, then cooled in an ice bath and treated with iodopropane (1.00 mL, 10.3 mmol). The mixture was stirred at ice bath temperature with gradual warming to room temperature. After stirring at room temperature overnight, the mixture was treated with saturated aq. NH4Cl (10 mL) and Et2O (15 mL) and shaken. The organic phase was washed with brine, dried over MgSO4, filtered, and evaporated under vacuum to afford a mixture (1.248 g) of 5-methoxy-1-propyl-1H-indene and 6-methoxy-1-propyl-1H-indene as an oil.

후처리

  1. additionadded dropwise over 10 minutes
  2. temperaturecooled in an ice bath
  3. stirringThe mixture was stirred at ice bath temperature
  4. temperaturewith gradual warming to room temperature
  5. stirringAfter stirring at room temperature overnight
  6. stirringshaken
  7. washThe organic phase was washed with brine
  8. dry with materialdried over MgSO4
  9. filtrationfiltered
  10. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-d0bd1b0c03f844d7a23d87971c34bc62
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087599B2

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