Sodium Hydroxide → HCID 21243266, compound

HRID 649638Notes

Reaction equation

HRID 649638 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][C:21]2[C:24]3[CH:30]=[CH:29][CH:28]=[CH:27][C:25]=3[S:26][C:20]=2[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[CH2:23][CH2:22][C:21]2[C:24]3[CH:30]=[CH:29][CH:28]=[CH:27][C:25]=3[S:26][C:20]=2[CH2:19]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 54075692HCID 54075692, compound

Product 1

HCID 21243266HCID 21243266, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 4.18 g of 2-[4-(5-methoxycarbonyl-3-indolyl)butyl]-1,2,3,4-tetrahydrobenzothieno[2,3-c]pyridine 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 at 20° under N2. The mixture is 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, the usual working up is carried out on the filtrate, and 2-[4-(5-hydroxymethyl-3-indolyl)butyl]-1,2,3,4-tetrahydrobenzothieno[2,3-c]pyridine is obtained.

Workup

  1. filtrationwith water, and the mixture is filtered

Sources & evidence

ORD record
ord-eb5ae1fc4f814cc78ab777b7252e0476
Source dataset
uspto-grants-1988_04
Patent number
US04740602

Reaction notes

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