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Water → pentyl[2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-ylmethyl]amine

HRID 492294
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HRID 492294 반응식
[C:1]([NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:21]2[N:25]([C:26]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[N:24]=[N:23][N:22]=2)=[CH:11][CH:10]=1)(=O)[CH2:2][CH2:3][CH2:4][CH3:5].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH2:1]([NH:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:21]2[N:25]([C:26]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)([C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=3)[C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[N:24]=[N:23][N:22]=2)=[CH:13][CH:14]=1)[CH2:2][CH2:3][CH2:4][CH3:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 23569449N-[[2'-(1-Trityl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl] Pentanamide

생성물 1

HCID 19024425pentyl[2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-ylmethyl]amine수율 100%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

N-Pentanoyl-N-[[2′-[N-(triphenylmethyl)tetrazol-5-yl]-1,1′-biphenyl-4-yl]methyl]amine (1.61 g) was dissolved in tetrahydrofuran (40 mL) and at room temperature, lithium aluminum hydride (340.1 mg) was added, and then the mixture was heated under reflux. Ninety minutes later, water (5 mL), a 10% aqueous solution of sodium hydroxide (5 mL) and water (5 mL) were added successively under ice bath cooling. The organic layer was separated, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. As water remained to the residue, ethyl acetate was added to conduct extraction twice from the remaining water. The organic layer was dried over anhydrous sodium sulfate, and then concentrated under reduced pressure to afford N-pentyl-N-[[2′-[N-(triphenylmethyl)tetrazol-5-yl]-1,1′-biphenyl-4-yl]methyl] amine (1.57 g). Yield: 100%.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux
  3. temperaturecooling
  4. customThe organic layer was separated
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. additionwas added
  8. extractionextraction twice from the remaining water
  9. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  10. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-558e713334c34a8ca569e6e212f7b1b1
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07531576B2

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