2,4-Dichlorobenzylamine → HCID 69652318, compound

HRID 1831827Notes

Reaction equation

HRID 1831827 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH2:4][NH2:5].C(N(C(C)C)CC)(C)C.[CH3:20][O:21][C:22](=[O:31])[C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29]Br)[CH:24]=1>ClCCl>[CH3:20][O:21][C:22](=[O:31])[C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29][NH:5][CH2:4][C:3]2[CH:6]=[CH:7][C:8]([Cl:10])=[CH:9][C:2]=2[Cl:1])[CH:24]=1

Participants

5

Reactant 3

HCID 14852,4-DichlorobenzylamineHCID 81531DiisopropylethylamineHCID 517981Methyl 3-(bromomethyl)benzoate

Product 1

HCID 69652318HCID 69652318, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

g (5.68 mmol) of 2,4-dichlorobenzylamine was dissolved in 20 ml of dichloromethane and treated with 2.94 g (22.7 mmol) of diisopropylethylamine and 1.43 g (6.25 mmol) of 3-bromomethyl-benzoic acid methyl ester. The solution was stirred for 16 h at RT. The solvent was removed under reduced pressure. The residue was chromatographed on silica gel eluting with ethyl acetate/n-heptane (1/4).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customThe residue was chromatographed on silica gel eluting with ethyl acetate/n-heptane (1/4)

Sources & evidence

ORD record
ord-955425ffe43d44389902b0f57def5c6a
Source dataset
uspto-grants-2006_06
Patent number
US07067665B2

Reaction notes

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