Lithium → 5,6-diethyl-2,3,4,7-tetrahydro-1H-inden-2-ylamine

HRID 19724

반응식

HRID 19724 반응식
[NH2:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][C:6]([CH2:13][CH3:14])=[C:7]([CH2:11][CH3:12])[CH:8]=2)[CH2:3]1.[Li]>N>[CH2:11]([C:7]1[CH2:8][C:9]2[CH2:10][CH:2]([NH2:1])[CH2:3][C:4]=2[CH2:5][C:6]=1[CH2:13][CH3:14])[CH3:12]

참가 물질

4

반응물 2

HCID 3028194LithiumHCID 101926155,6-diethyl-2,3-dihydro-1H-inden-2-amine

생성물 1

HCID 685613735,6-diethyl-2,3,4,7-tetrahydro-1H-inden-2-ylamine

시약·촉매·용매 1

HCID 222Ammonia용매

반응 조건

온도
-78 °C

실험 절차

Liquid ammonia (50 ml) is condensed at −78° C. and 2-amino-5,6-diethylindane (WO 0075114; 1 g, 4.43 mmol) is added, followed by lithium wire (0.615 g, 88 mmol) portionwise over 5 minutes. The reaction is stirred at −78° C. for 3 hours, then cautiously quenched with ethanol (100 ml) and warmed to ambient temperature overnight. Water is added, the mixture is extracted with ether and the combined organic extracts are washed with brine, dried (MgSO4) and evaporated to afford 5,6-diethyl-2,3,4,7-tetrahydro-1H-inden-2-ylamine. δH 0.95 (t J 7.3 6H), 1.95-2.10 (m 2H), 2.08 (q J 4H), 2.6 (m 6H), 3.65 (m 1H)

후처리

  1. customcondensed at −78° C.
  2. customcautiously quenched with ethanol (100 ml)
  3. temperaturewarmed to ambient temperature overnight
  4. additionWater is added
  5. extractionthe mixture is extracted with ether
  6. washthe combined organic extracts are washed with brine
  7. dry with materialdried (MgSO4)
  8. customevaporated

출처 및 근거

ORD 기록
ord-56eff91f14b840659d7b5118e7bb3b88
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745462B2

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