Sodium Hydroxide → HCID 13520598, compound

HRID 1657016Notes

Reaction equation

HRID 1657016 reaction equation
[C:1]1([C:7]2[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][C:17]3[C:25]4[C:20](=[CH:21][CH:22]=[C:23]([CH:26]=[O:27])[CH:24]=4)[NH:19][CH:18]=3)[CH2:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>C1COCC1>[C:1]1([C:7]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][C:17]3[C:25]4[C:20](=[CH:21][CH:22]=[C:23]([CH2:26][OH:27])[CH:24]=4)[NH:19][CH:18]=3)[CH2:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 13520608HCID 13520608, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 13520598HCID 13520598, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 3.88 g of 3-[4-(4-phenyl-1,2,3,6-tetrahydropyridyl)-butyl]-5-formylindole in 40 ml of THF is added dropwise, under N2 and with stirring, to a suspension of 0.57 g of lithium aluminum hydride in 20 ml of THF. The mixture is stirred for a further hour at 20° and is decomposed with dilute sodium hydroxide solution and then with water and is filtered and worked up in the customary manner to give 3-[4-(4-phenyl-1,2,3,6-tetrahydropyridyl)-butyl]-5-hydroxymethylindole, m.p. 178°.

Workup

  1. filtrationwith water and is filtered

Sources & evidence

ORD record
ord-e2d4e1646e874fc1b94435e9e395469e
Source dataset
uspto-grants-1993_10
Patent number
US05256673

Reaction notes

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