N,N-Dimethylaminoethyl chloride hydrochloride → HCID 23146084, compound

HRID 2406573Notes

Reaction equation

HRID 2406573 reaction equation
[CH2:1]([N:3]([CH2:18]C)[CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:17])[CH2:14][CH2:15][CH3:16])=[CH:9][CH:8]=1)C.Cl.CN(C)CCCl>>[CH3:18][N:3]([CH3:1])[CH2:4][CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([C:13](=[O:17])[CH2:14][CH2:15][CH3:16])=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 668223691-(4-(2-(Diethylamino)ethoxy)phenyl)butan-1-one

Product 1

HCID 23146084HCID 23146084, compoundYield 81%

Procedure

The title compound was prepared using a similar procedure as described for the preparation of 21 except that 2-(dimethylamino)ethyl chloride hydrochloride was used instead of 2-(diethylamino)ethyl chloride hydrochloride. This produced a crude oil, which was purified by flash silica gel column chromatography (gradient elution from 1:1 hexanes/ethyl acetate to ethyl acetate) to give 22 (580 mg, 81%) as a light yellow oil: MS (ES+) m/z 236.1 (M+H)+.

Workup

  1. customThe title compound was prepared
  2. customThis produced a crude oil, which
  3. customwas purified by flash silica gel column chromatography (gradient elution from 1:1 hexanes/ethyl acetate to ethyl acetate)

Sources & evidence

ORD record
ord-1a56eee0f2914a68a2c10b73e227ec5f
Source dataset
uspto-grants-2014_08
Patent number
US08809377B2

Reaction notes

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