1-Chloro-2-(diethylamine)ethane hydrochloride → 4-(2-(Diethylamino)ethoxy)aniline

HRID 1713693Notes

Reaction equation

HRID 1713693 reaction equation
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.ClCCN(CC)CC>>[CH2:5]([N:1]([CH2:2][CH3:3])[CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][C:12]([NH2:15])=[CH:13][CH:14]=1)[CH3:4]

Participants

3

Reactant 2

HCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 64937494-(2-(Pyrrolidin-1-yl)ethoxy)aniline

Product 1

HCID 4189324-(2-(Diethylamino)ethoxy)aniline

Procedure

The title compound is prepared as described in Example 1 for 4-(2-pyrrolidin-1-yl-ethoxy)-phenylamine but using (2-chloro-ethyl)-diethyl-amine hydrochloride. After a 1 h stirring at RT and usual work-up, purification of the crude material by silica gel (179 g) column chromatography (CH2Cl2/MeOH, 80/20→70/30) affords the title compound as a dark brown oil: ES-MS: 209.2 [M+H]+; Rf=0.21 (CH2Cl2/MeOH, 70/30).

Workup

  1. customThe title compound is prepared
  2. customusual work-up, purification of the crude material by silica gel (179 g) column chromatography (CH2Cl2/MeOH, 80/20→70/30)

Sources & evidence

ORD record
ord-594fd2d5eae447c79d5c85d642488079
Source dataset
uspto-grants-2010_09
Patent number
US07795288B2

Reaction notes

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