Sodium Hydroxide → HCID 21243312, compound

HRID 649639Notes

Reaction equation

HRID 649639 reaction equation
[CH:1]([C:3]1[CH:11]=[C:10]2[C:6]([C:7]([CH2:12][CH2:13][CH2:14][CH2:15][N:16]3[CH2:25][CH2:24][C:23]4[C:22]5[CH:26]=[CH:27][CH:28]=[CH:29][C:21]=5[CH2:20][CH2:19][C:18]=4[CH2:17]3)=[CH:8][NH:9]2)=[CH:5][CH:4]=1)=[O:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>C1COCC1>[OH:2][CH2:1][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([CH2:12][CH2:13][CH2:14][CH2:15][N:16]3[CH2:25][CH2:24][C:23]4[C:22]5[CH:26]=[CH:27][CH:28]=[CH:29][C:21]=5[CH2:20][CH2:19][C:18]=4[CH2:17]3)=[CH:8][NH:9]2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 21243297HCID 21243297, compound

Product 1

HCID 21243312HCID 21243312, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 3.84 g of 3-[4-(6-formyl-3-indolyl)butyl]-1,2,3,4,5,6-hexahydrobenzo[f]isoquinoline in 40 ml of THF is added dropwise to a stirred suspension of 0.57 g of lithium aluminium hydride in 20 ml of THF under N2. The mixture is then stirred at 20° for 1 hour, and decomposition is carried out with dilute sodium hydroxide solution and then with water, and the mixture is filtered and the usual working up is carried out, and 3-[4-(6-hydroxymethyl-3-indolyl)butyl]-1,2,3,4,5,6-hexahydrobenzo[f]isoquinoline is obtained.

Workup

  1. filtrationwith water, and the mixture is filtered

Sources & evidence

ORD record
ord-2b49dfda2e64414bb61e1b92b780ad63
Source dataset
uspto-grants-1988_04
Patent number
US04740602

Reaction notes

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