2-Chloroethyldiisopropylammonium chloride → [4-(2-Diisopropylaminoethoxy)phenyl][5-methoxy-2-(6-methoxynaphthalen-2-yl)phenyl]methanone

HRID 1950026Notes

Reaction equation

HRID 1950026 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:11]=2[C:18]2[CH:27]=[CH:26][C:25]3[C:20](=[CH:21][CH:22]=[C:23]([O:28][CH3:29])[CH:24]=3)[CH:19]=2)=[O:9])=[CH:4][CH:3]=1.Cl.Cl[CH2:32][CH2:33][N:34]([CH:38]([CH3:40])[CH3:39])[CH:35]([CH3:37])[CH3:36]>>[CH:35]([N:34]([CH:38]([CH3:40])[CH3:39])[CH2:33][CH2:32][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:10]2[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:11]=2[C:18]2[CH:27]=[CH:26][C:25]3[C:20](=[CH:21][CH:22]=[C:23]([O:28][CH3:29])[CH:24]=3)[CH:19]=2)=[O:9])=[CH:6][CH:7]=1)([CH3:37])[CH3:36]

Participants

3

Reactant 2

HCID 779422-Chloroethyldiisopropylammonium chlorideHCID 57933864(4-Hydroxyphenyl)[5-methoxy-2-(6-methoxynaphthalen-2-yl)phenyl]methanone

Product 1

HCID 23087211[4-(2-Diisopropylaminoethoxy)phenyl][5-methoxy-2-(6-methoxynaphthalen-2-yl)phenyl]methanoneYield 92.5%

Procedure

Synthesized from (4-hydroxyphenyl)[5-methoxy-2-(6-methoxynaphthalen-2-yl)phenyl]methanone (1.3 g) and (2-chloroethyl)diisopropylamine hydrochloride (787 mg) according to an analogous synthetic method to Preparation Example 40, the title compound (1.6 g) was obtained.

Workup

  1. customaccording to an analogous synthetic method to Preparation Example 40

Sources & evidence

ORD record
ord-2b9782eff8bd4a27adce53a5b57a67c8
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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