Allyl bromide → HCID 10586690, compound

HRID 1084942Notes

Reaction equation

HRID 1084942 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH2:7](Br)[CH:8]=[CH2:9].[OH:11][C:12]1[CH:21]=[C:20]([NH:22][C:23]([CH3:25])=[O:24])[CH:19]=[CH:18][C:13]=1[C:14]([O:16][CH3:17])=[O:15]>[Cl-].C([N+](CCCC)(CCCC)CCCC)C1C=CC=CC=1.C(#N)C>[CH2:7]([O:11][C:12]1[CH:21]=[C:20]([NH:22][C:23]([CH3:25])=[O:24])[CH:19]=[CH:18][C:13]=1[C:14]([O:16][CH3:17])=[O:15])[CH:8]=[CH2:9]

Participants

6

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 77719Methyl 4-acetamidosalicylate

Product 1

HCID 10586690HCID 10586690, compound

Reagents, catalysts & solvents 2

HCID 159952Benzyltributylammonium chlorideCatalystHCID 6342AcetonitrileSolvent

Procedure

138 g of potassium carbonate, 16.5 g of benzyltributylammonium chloride, 650 ml of acetonitrile and 133 g of allyl bromide were introduced into a 2-liter round-bottomed flask and 209 g of ground methyl 2-hydroxy-4-acetaminobenzoate were then added in small amounts. The contents were heated under reflux for 11 hours, a part of the acetonitrile was then distilled off and the residue was taken up with water. The precipitate formed was drained, washed with water and dried in an oven at 50° C.

Workup

  1. temperatureThe contents were heated
  2. temperatureunder reflux for 11 hours
  3. distillationa part of the acetonitrile was then distilled off
  4. customThe precipitate formed
  5. washwashed with water
  6. customdried in an oven at 50° C.

Sources & evidence

ORD record
ord-81098b8e6f994524a06924cf1311afc9
Source dataset
uspto-grants-1991_04
Patent number
US05006570

Reaction notes

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