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

HRID 19724

反応式

HRID 19724 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 222Ammonia溶媒

反応条件

温度
-78 °C

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-56eff91f14b840659d7b5118e7bb3b88
出典データセット
uspto-grants-2010_06
特許番号
US07745462B2

関連ノート

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