Methylamine → HCID 20502718, compound

HRID 851167Notes

Reaction equation

HRID 851167 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH2:9][CH:8]=[C:7]([CH2:11]Cl)[C:6]=2[CH:13]=1.[CH3:14][NH2:15]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH2:9][CH:8]=[C:7]([CH2:11][NH:15][CH3:14])[C:6]=2[CH:13]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 10822547HCID 10822547, compound

Product 1

HCID 20502718HCID 20502718, compound

Procedure

500 ml of 33% ethanolic methylamine are added dropwise under ice-water cooling to 105 g 6-chloro-4-chloromethyl-2H-1-benzopyrane. Reaction is continued for 8 hours at room temperature, the mixture concentrated by evaporation and the residue taken up in dichloromethane. The mixture is washed with 500 ml each of 1 N NaOH and water, dried over MgSO4 and concentrated by evaporation. Distillation of the residue yields the title product b.p. 116°-120°/13.3 pascal.

Workup

  1. customReaction
  2. concentrationthe mixture concentrated by evaporation
  3. washThe mixture is washed with 500 ml each of 1 N NaOH and water
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated by evaporation
  6. distillationDistillation of the residue

Sources & evidence

ORD record
ord-546c6de5092545808773bf50cbdb88f0
Source dataset
uspto-grants-1983_05
Patent number
US04382951

Reaction notes

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