Dimethylformamide → HCID 67272874, compound

HRID 250881Notes

Reaction equation

HRID 250881 reaction equation
[H-].[Na+].[Br:3][C:4]1[CH:5]=[C:6]([NH:10][C:11](=[O:13])[CH3:12])[CH:7]=[CH:8][CH:9]=1.I[CH2:15][CH2:16][CH3:17].CN(C)C=O>O1CCCC1>[Br:3][C:4]1[CH:5]=[C:6]([N:10]([CH2:15][CH2:16][CH3:17])[C:11](=[O:13])[CH3:12])[CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 12123N-(3-Bromophenyl)acetamideHCID 24758Sodium hydrideHCID 336431-Iodopropane

Product 1

HCID 67272874HCID 67272874, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a manner similar to that of Example (27b), by reaction of 820 mg (20.5 mmol, 1.1 eq) of 60% sodium hydride, 4.0 g (18.7 mmol, 1 eq) of N-(3-bromophenyl)acetamide (prepared in Example 27a) and 2.20 mL (22.4 mmol, 1.2 eq) of 1-iodopropane in 15 ml of tetrahydrofuran in the presence of 1.5 ml of dimethylformamide, N-(3-bromophenyl)-N-propylacetamide is obtained in oil form and is used in the following reaction without further purification.

Sources & evidence

ORD record
ord-b8c72420ab1243119e5a952cb08513ba
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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