Methylamine → Benzenemethanamine, 4-bromo-N-methyl-

HRID 1853924Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Br)=[CH:4][CH:3]=1.[CH3:10][NH2:11]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:11][CH3:10])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 6329Methylamine

HCID 685274-Bromobenzyl bromide

Product 1

HCID 485400Benzenemethanamine, 4-bromo-N-methyl-Yield 93.7%

Procedure

Following the procedure outlined for Example 488, 1-bromo-4-(bromomethyl)benzene (1.0 g, 4.0 mmol) was reacted with methanamine (620 mg, 20 mmol) to afford the desired product (750 mg, 93%) as a brown solid: ESI MS m/z 201 [C8H10BrN+H]+.

Sources & evidence

ORD record: ord-4187f1507229459698bdb552b70723bc
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08962648B2

Reaction notes

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