Piperidine → HCID 54338265, compound

HRID 1076257Notes

Reaction equation

HRID 1076257 reaction equation
[CH2:1]([N:3]([CH2:23][CH3:24])[C:4](=[O:22])[C:5]([CH3:21])([O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17](Br)=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)[CH3:6])[CH3:2].[NH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1.[H-].[Na+]>CN(P(N(C)C)(N(C)C)=O)C>[CH2:1]([N:3]([CH2:23][CH3:24])[C:4](=[O:22])[C:5]([CH3:21])([O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([N:25]3[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)[CH3:6])[CH3:2]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 24758Sodium hydrideHCID 68138178HCID 68138178, compound

Product 1

HCID 54338265HCID 54338265, compound

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

A mixture of 39 g. of 2-methyl-2-[4-(4-bromophenyl)-phenoxy]-propionic acid diethylamide [obtainable by bromination of 2-methyl-2-(4-phenylphenoxy)-propionic acid diethylamide], 8.5 g. of piperidine, 2.4 g. of NaH, and 60 ml. of HMPA is agitated overnight at 150°. After cooling and the usual working-up operation, 2-methyl-2-[4-(4-piperidinophenyl)-phenoxy]-propionic acid diethylamide is obtained, m.p. 100°-102°.

Workup

  1. additionA mixture of 39 g
  2. temperatureAfter cooling

Sources & evidence

ORD record
ord-78b1c00020fc4d89b89a4ac7b09eaa68
Source dataset
uspto-grants-1976_05
Patent number
US03956334

Reaction notes

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