HCID 20458174, compound → HCID 13576946, compound

HRID 544722Notes

Reaction equation

HRID 544722 reaction equation
[Cl:1][C:2]1[C:3]([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[CH:4][C:5]([O:13]C)=[C:6]([CH:8]([CH3:12])[C:9]([OH:11])=O)[CH:7]=1>Br>[Cl:1][C:2]1[C:3]([N:15]2[CH2:16][CH2:17][O:18][CH2:19][CH2:20]2)=[CH:4][C:5]2[O:13][C:9](=[O:11])[CH:8]([CH3:12])[C:6]=2[CH:7]=1

Participants

3

Reactant 1

HCID 20458174HCID 20458174, compound

Product 1

HCID 13576946HCID 13576946, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

8.99 g of 2-(5-chloro-2-methoxy-4-morpholinophenyl)-propionic acid (0.03 mole) are boiled in 48% hydrogen bromide solution for 2 hours. The reaction mixture is cooled and concentrated and extracted 3 times with methylene chloride. The organic phases are washed neutral, combined, dried over sodium sulphate and concentrated in a vacuum rotary evaporator. In this manner 5-chloro-3-methyl-6-(morpholin-4-yl)-benzofuran-2(3H)-one having a melting point of 103°-105° is obtained.

Workup

  1. temperatureThe reaction mixture is cooled
  2. concentrationconcentrated
  3. extractionextracted 3 times with methylene chloride
  4. washThe organic phases are washed neutral
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated in a vacuum rotary evaporator

Sources & evidence

ORD record
ord-a82888113baa42d8900b63a9705a2f29
Source dataset
uspto-grants-1984_05
Patent number
US04451462

Reaction notes

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