Potassium Carbonate → HCID 70513893, compound

HRID 1979653Notes

Reaction equation

HRID 1979653 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[O:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:24][O:25][C:26](=[O:35])[C:27]([C:30](=[O:34])[CH:31](Br)[CH3:32])([CH3:29])[OH:28]>C(#N)C>[CH3:24][O:25][C:26](=[O:35])[C:27]([C:30](=[O:34])[CH:31]([O:17][C:14]1[CH:15]=[CH:16][C:11]([O:10][C:2]2[S:1][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[N:3]=2)=[CH:12][CH:13]=1)[CH3:32])([CH3:29])[OH:28]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 12873777HCID 12873777, compoundHCID 86739753HCID 86739753, compound

Product 1

HCID 70513893HCID 70513893, compoundYield 84.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

48.6 g of 4-(2-benzthiazolyloxy)-phenol, 33.1 g of potassium carbonate and 50.2 g of 2-bromopropionyl-lactic acid methyl ester in 250 cc of acetonitrile are refluxed for 8 hours. After cooling the salt precipitate is filtered off and the acetonitrile is distilled off. The residue is fraction-distilled, yielding 68 g (82.5% of theory) of 2-[4-(2-benzthiazolyloxy)-phenoxy]-propionyl-lactic acid methyl ester, b.p. 218° to 220° C./0.01 mbar. ##STR11##

Workup

  1. temperatureAfter cooling the salt precipitate
  2. filtrationis filtered off
  3. distillationthe acetonitrile is distilled off
  4. distillationThe residue is fraction-distilled

Sources & evidence

ORD record
ord-50e4626d82cf49ebbd4cb7895089206a
Source dataset
uspto-grants-1984_11
Patent number
US04482373

Reaction notes

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