Dimethylamine → HCID 58764069, compound

HRID 859679Notes

Reaction equation

HRID 859679 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Br)=[C:4]([CH2:10][CH3:11])[CH:3]=1.[CH3:12][NH:13][CH3:14]>CO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:13]([CH3:14])[CH3:12])=[C:4]([CH2:10][CH3:11])[CH:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 587640754-Bromo-1-(bromomethyl)-2-ethylbenzene

Product 1

HCID 58764069HCID 58764069, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-bromo-1-bromomethyl-2-ethyl-benzene (1.12 g, 4.03 mmol) in MeOH (20 mL) was added dimethylamine (2.5 mL, 40% solution in water). The mixture was stirred for 1 hour, at which time the volatiles were removed in vacuo. The residue was dissolved in EtOAc, washed with H2O, dried over MgSO4, and concentrated to a clear oil (0.910 g, 93%). 1H NMR (300 MHz, CDCl3): δ 1.19 (t, J=7.5 Hz, 3 H), 2.21 (s, 6 H), 2.69 (q, J=7.5 Hz, 2 H), 3.32 (s, 2 H), 7.14 (m, 1 H), 7.28 (m, 2 H).

Workup

  1. customwere removed in vacuo
  2. dissolutionThe residue was dissolved in EtOAc
  3. washwashed with H2O
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated to a clear oil (0.910 g, 93%)

Sources & evidence

ORD record
ord-48a19769c70d4b7d98a28f42d55cceeb
Source dataset
uspto-grants-2006_12
Patent number
US07151105B2

Reaction notes

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