Methylamine → HCID 58764218, compound

HRID 2387073Notes

Reaction equation

HRID 2387073 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[C:4]([CH2:11][CH3:12])[CH:3]=1.[CH3:13][NH2:14]>C(Cl)Cl>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:14][CH3:13])=[O:7])=[C:4]([CH2:11][CH3:12])[CH:3]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 58764270HCID 58764270, compound

Product 1

HCID 58764218HCID 58764218, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-bromo-2-ethyl-benzoyl chloride (1.00 g, 4.04 mmol) in CH2Cl2 (20 mL) was added methylamine (0.70 mL, 40% solution in water, 8.08 mmol). The mixture was stirred for 3 hours, 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 brown oil (0.857 g, 88%). 1H NMR (300 MHz, CDCl3): δ 1.21 (t, J=7.4 Hz, 3 H), 2.75 (q, J=7.5 Hz, 2 H), 2.97 (d, J=4.9 Hz, 3 H), 5.74 (s, 1H), 7.17 (d, J=8.1 Hz, 1 H), 7.32 (d, J=8.1 Hz, 1 H), 7.39 (s, 1 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 brown oil (0.857 g, 88%)

Sources & evidence

ORD record
ord-4e2a797b997b48b89010e40d55b121c4
Source dataset
uspto-grants-2012_09
Patent number
US08268835B2

Reaction notes

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