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

HRID 1433842Notes

Reaction equation

HRID 1433842 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-00261d96ceea49589a54c2d60b2c6456
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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