Sodium Hydroxide → HCID 21469382, compound

HRID 1938364Notes

Reaction equation

HRID 1938364 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][CH:9]=[C:8]2[CH2:14][CH2:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][CH:21]([C:24]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[NH:26][CH:25]=2)[CH2:20][CH2:19]1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>C1COCC1>[OH:2][CH2:3][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][CH:9]=[C:8]2[CH2:14][CH2:15][CH2:16][CH2:17][N:18]1[CH2:19][CH2:20][CH:21]([C:24]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[NH:26][CH:25]=2)[CH2:22][CH2:23]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 21469363HCID 21469363, compound

Product 1

HCID 21469382HCID 21469382, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 3.6 g of 3-[1-(4-(5-methoxycarbonylindol-3-yl)butyl)-4-piperidyl]indole in 40 ml of THF is added dropwise to a suspension of 0.6 g of lithium aluminum hydride in 20 ml of THF with stirring. The mixture is then stirred for a further hour at 25°, 20 ml of dilute sodium hydroxide solution are added, the mixture is filtered and the filtrate is worked up in a conventional manner. 3-[1-(4-(5-hydroxymethylindol-3-yl)butyl)-4-piperidyl]indole is obtained.

Workup

  1. stirringThe mixture is then stirred for a further hour at 25°
  2. filtrationthe mixture is filtered

Sources & evidence

ORD record
ord-f3112b9a9b2e47f1a17f1e071647abae
Source dataset
uspto-grants-1997_12
Patent number
US05693655

Reaction notes

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