Aluminium lithium hydride → HCID 21428734, compound

HRID 437573Notes

Reaction equation

HRID 437573 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([O:14][C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][CH:23]=1)[NH:20][CH:19]=[C:18]2[C:24](=O)[C:25]([N:27]1[CH2:32][CH2:31][CH:30]([O:33][C:34]2[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=2)[CH2:29][CH2:28]1)=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>O1CCCC1>[CH2:7]([O:14][C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][CH:23]=1)[NH:20][CH:19]=[C:18]2[CH2:24][CH2:25][N:27]1[CH2:28][CH2:29][CH:30]([O:33][C:34]2[CH:35]=[CH:36][C:37]([F:40])=[CH:38][CH:39]=2)[CH2:31][CH2:32]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 21428716HCID 21428716, compound

Product 1

HCID 21428734HCID 21428734, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

By following the manipulative procedure described in Example 2(d), 5.6 g of lithium aluminum hydride in 165 ml. of tetrahydrofuran and 15.2 g of 1-(5-benzyloxyindol-3-ylglyoxyloyl)-4-(p-fluorophenoxy)piperidine in 160 ml. of tetrahydrofuran are reacted to produce a white powder. The powder is recrystallized twice from an ethanol and water mixture and once from 95% ethanol (charcoal treatment) to give colorless needles of 5-benzyloxy-3-{2-[4-(p-fluorophenoxy)piperidyl]ethyl}indole, m.p. 134.5°-136.5° C.

Workup

  1. customto produce a white powder
  2. customThe powder is recrystallized twice from an ethanol and water mixture and once from 95% ethanol (charcoal treatment)

Sources & evidence

ORD record
ord-24e3f71ef448412eb12d70b3abae923a
Source dataset
uspto-grants-1977_06
Patent number
US04031221

Reaction notes

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