1-(6,7-Dimethoxy-2-naphthalenyl)-1-propanone → HCID 19865894, compound

HRID 1199824Notes

Reaction equation

HRID 1199824 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[CH:9]=[C:8]([C:15](=[O:18])[CH2:16][CH3:17])[CH:7]=[CH:6]2.[Br-:19].[Br-].[Br-].C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1>>[Br:19][CH:16]([CH3:17])[C:15]([C:8]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:9]=1)=[O:18]

Participants

3

Reactant 2

HCID 114250751-(6,7-Dimethoxy-2-naphthalenyl)-1-propanoneHCID 17977687Phenyltrimethylammonium bromide dibromide

Product 1

HCID 19865894HCID 19865894, compoundYield 84%

Procedure

From 1-(6,7-dimethoxy-2-naphthyl)-1-propanone and phenyl trimethyl ammonium tribromide through 2-bromo-1-(6,7-dimethoxy-2-naphthyl)-1-propanone (yield 84%; m.p. 122°-124° C.) which is then reacted with 4-(2-oxo-1-benzimidazolinyl)-1-piperidine followed by reduction with LiAlH4. Yield 55%; m.p. 246°-248° C. J=9.5 Hz.

Sources & evidence

ORD record
ord-dbbe3da20576495f9152e7cbe1d64c1f
Source dataset
uspto-grants-1990_02
Patent number
US04902799

Reaction notes

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