3,4-Dichlorophenethylamine → N-(4-dec-1-ynylbenzyl)-N-[2-(3,4-dichlorophenyl)ethyl]amine

HRID 735999Notes

Reaction equation

HRID 735999 reaction equation
[C:1]([C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[Cl:19][C:20]1[CH:21]=[C:22]([CH2:27][CH2:28][NH2:29])[CH:23]=[CH:24][C:25]=1[Cl:26]>>[C:1]([C:11]1[CH:18]=[CH:17][C:14]([CH2:15][NH:29][CH2:28][CH2:27][C:22]2[CH:23]=[CH:24][C:25]([Cl:26])=[C:20]([Cl:19])[CH:21]=2)=[CH:13][CH:12]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

3

Reactant 2

HCID 2179583,4-DichlorophenethylamineHCID 578413204-Dec-1-ynylbenzaldehyde

Product 1

HCID 67189153N-(4-dec-1-ynylbenzyl)-N-[2-(3,4-dichlorophenyl)ethyl]amine

Procedure

The same procedure as employed in the preparation of Example 394 (step b) but using 4-dec-1-ynylbenzaldehyde and 2-(3,4-dichlorophenyl)ethylamine gave the title compound as an oil. M+(LC/MS(ESI)): 416.3. HPLC (Condition A), Rt: 4.91 min (HPLC purity: 72.4%).

Workup

  1. customThe same procedure as employed in the preparation of Example 394 (step b)

Sources & evidence

ORD record
ord-ead9835c5a784717b389bcfe93777fee
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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