N,N,N',N',N'',N''-Hexamethylmethanetriamine → 2-Di-n-propylamino-8-(1-oxo-2-methoxy-3-(dimethylamino)-prop-2-enyl)-1,2,3,4-tetrahydronaphthalene

HRID 22147

Reaction equation

HRID 22147 reaction equation
[CH2:1]([N:4]([CH2:20][CH2:21][CH3:22])[CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([C:15](=[O:19])[CH2:16][O:17][CH3:18])[CH:9]=[CH:10][CH:11]=2)[CH2:6]1)[CH2:2][CH3:3].[CH3:23][N:24]([CH:26](N(C)C)N(C)C)[CH3:25]>C1(C)C=CC=CC=1>[CH2:20]([N:4]([CH2:1][CH2:2][CH3:3])[CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([C:15](=[O:19])[C:16]([O:17][CH3:18])=[CH:23][N:24]([CH3:26])[CH3:25])[CH:9]=[CH:10][CH:11]=2)[CH2:6]1)[CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 79831N,N,N',N',N'',N''-HexamethylmethanetriamineHCID 152335382-Di-n-propylamino-8-methoxyacetyl-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 543144532-Di-n-propylamino-8-(1-oxo-2-methoxy-3-(dimethylamino)-prop-2-enyl)-1,2,3,4-tetrahydronaphthalene

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2-di-n-propylamino-8-methoxyacetyl-1,2,3,4-tetrahydronaphthalene (1.0 g) and tris(dimethylamino)methane (1.5 ml) in toluene (25 ml) was heated to reflux for 1.5 hours. The reaction was concentrated to give crude 2-di-n-propylamino-8-(1-oxo-2-methoxy-3-(dimethylamino)-prop-2-enyl)-1,2,3,4-tetrahydronaphthalene (1.2 g).

Workup

  1. temperatureto reflux for 1.5 hours
  2. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-d69cbf67c5e94511b5896dc70085b5e5
Source dataset
uspto-grants-1995_06
Patent number
US05426226

Linked notes

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