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Potassium Carbonate → (E)-3-Chloro-N-methyl-N-(1-naphthylmethyl)-2-propen-1-amine

HRID 1175201
Notes
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Reaction equation

HRID 1175201 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:20]/[CH:21]=[CH:22]/[CH2:23]Cl>CCC(C)=O>[Cl:20]/[CH:21]=[CH:22]/[CH2:23][N:2]([CH3:1])[CH2:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1
ParticipantsConditionsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 24726(E)-1,3-DichloropropeneHCID 84474N-Methyl-N-naphthylmethylamine

Product 1

HCID 9834733(E)-3-Chloro-N-methyl-N-(1-naphthylmethyl)-2-propen-1-amine

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Conditions

Temperature
50 °C

Procedure

30 g (0.175 mol) N-methyl-1-naphthalene methanamine, 100 ml MEK and 29 g (0.210 mol, 1.2 eq.) potassium carbonate are introduced into a reactor, the mixture is heated to 50° C. and 22.4 g (0.202 mol, 1.1 eq.) of (1E)-1,3-dichloro-1-propene added dropwise.

Sources & evidence

ORD record
ord-449e0bb65a6b42839560eb577a526773
Source dataset
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07838704B2

Reaction notes

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On this pageParticipantsConditionsProcedureSources & evidenceReaction notes