Sodium hydride → HCID 21512732, compound

HRID 1576436Notes

Reaction equation

HRID 1576436 reaction equation
C(OC([CH:6]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]1[CH2:15][CH2:16][CH2:17][NH:18][C:19](=[O:21])C)=O)C.[H-].[Na+]>C1(C)C(C)=CC=CC=1>[O:21]=[C:19]1[CH:6]2[CH2:14][C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[N:7]2[CH2:15][CH2:16][CH2:17][NH:18]1

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 54128681HCID 54128681, compound

Product 1

HCID 21512732HCID 21512732, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of 2.9 g of 1-(3-acetamidopropyl)-indoline-2-carboxylic acid ethyl ester (obtainable by catalytic hydrogenation of 1-(2-cyanoethyl)-indoline-2-carboxylic acid ethyl ester in acetic anhydride) in 35 ml of xylene is treated with 1 g of sodium hydride (in the form of a 20% suspension in paraffin oil) and the mixture is boiled for 2 hours. The mixture is evaporated and worked up with water and chloroform to give 1-oxo-2,3,4,5,11,11a-hexahydro-1H-1,4-diazepino[1,2-a]indole, m.p. 159° (from isopropanol/ether).

Workup

  1. customThe mixture is evaporated

Sources & evidence

ORD record
ord-b6570de29d444271a424a415ca963d5d
Source dataset
uspto-grants-1976_09
Patent number
US03980797

Reaction notes

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