3-Chloro-2-methyl-1-propene → HCID 23296057, compound

HRID 1954036Notes

Reaction equation

HRID 1954036 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[C:5]([O:7][CH3:8])=[O:6].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:21][C:22]([CH3:24])=[CH2:23]>CN(C=O)C>[CH3:13][O:12][C:11]1[CH:10]=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[CH:3][C:2]=1[O:1][CH2:23][C:22]([CH3:24])=[CH2:21]

Participants

5

Reactant 3

HCID 112413-Chloro-2-methyl-1-propeneHCID 11430Potassium CarbonateHCID 4056967Methyl 3-hydroxy-4-methoxybenzoate

Product 1

HCID 23296057HCID 23296057, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

22 g of methyl 3-hydroxy-4-methoxybenzoate are dissolved in 200 ml of anhydrous DMF and 41 g of ground potassium carbonate and 14.7 ml of 3-chloro-2-methylpropene are then added. The mixture is stirred at 60° C. for 5 h. After cooling, the precipitate is filtered off with suction, water is added to the filtrate and it is then extracted 3 times with ethyl acetate. The residue which remains after concentrating the extracts is crystallized using petroleum ether. 21 g of the title compound of m.p. 62-63° C. are obtained.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitate is filtered off with suction, water
  3. additionis added to the filtrate and it
  4. extractionis then extracted 3 times with ethyl acetate
  5. concentrationafter concentrating the extracts
  6. customis crystallized

Sources & evidence

ORD record
ord-71283036b99344fbb191e9456b47a3e6
Source dataset
uspto-grants-2000_09
Patent number
US06121274

Reaction notes

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