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1-Chloro-2-(diethylamine)ethane hydrochloride → 7-(2-Diethylaminoethoxy)-2,2-dimethyl-4-(2-naphthyl)-2H-chromene

HRID 26302
Notes
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Reaction equation

HRID 26302 reaction equation
Cl.[CH2:2]([N:4]([CH2:8][CH3:9])[CH2:5][CH2:6]Cl)[CH3:3].[CH3:10][C:11]1([CH3:32])[CH:20]=[C:19]([C:21]2[CH:30]=[CH:29][C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:22]=2)[C:18]2[C:13](=[CH:14][C:15]([OH:31])=[CH:16][CH:17]=2)[O:12]1>>[CH2:2]([N:4]([CH2:8][CH3:9])[CH2:5][CH2:6][O:31][C:15]1[CH:14]=[C:13]2[C:18]([C:19]([C:21]3[CH:30]=[CH:29][C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH:22]=3)=[CH:20][C:11]([CH3:32])([CH3:10])[O:12]2)=[CH:17][CH:16]=1)[CH3:3]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 205705402,2-Dimethyl-4-(naphthalen-2-yl)-2H-1-benzopyran-7-ol

Product 1

HCID 205704867-(2-Diethylaminoethoxy)-2,2-dimethyl-4-(2-naphthyl)-2H-chromeneYield 49%

Procedure

Reaction of 2-diethylaminoethylchloride hydrochloride with 2,2-dimethyl-4-(2-naphthyl)-2H-chromen-7-ol by an analogous method to that described in Preparation 18 (c) gave the title compound as a colourless oil in 49% yield.

Sources & evidence

ORD record
ord-748b1ff4c3904741b18ecf069f817185
Source dataset
uspto-grants-1979_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04148909

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes