Potassium Hydroxide → HCID 13037784, compound

HRID 1156632Notes

Reaction equation

HRID 1156632 reaction equation
O1CCOCC1.[CH:7]1([C:13]2[CH:18]=[CH:17][C:16]([C:19](=[O:27])[CH2:20][C:21](=[O:26])[C:22]([O:24]C)=[O:23])=[CH:15][CH:14]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.[OH-].[K+]>C(O)C>[CH:7]1([C:13]2[CH:14]=[CH:15][C:16]([C:19](=[O:27])[CH2:20][C:21](=[O:26])[C:22]([OH:24])=[O:23])=[CH:17][CH:18]=2)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 312751,4-DioxaneHCID 13037779HCID 13037779, compound

Product 1

HCID 13037784HCID 13037784, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 20 ml of ethanol and 2.4 ml of dioxane there was suspended 1.15 g (4 mMol) of the ester product prepared in Step B above. There was then added 3 ml of 2 N potassium hydroxide, whereupon a precipitate formed. The reaction mixture was stirred overnight at room temperature. The mixture was evaporated to dryness, an then water was added, whereupon most of the solid dissolved. The mixture was then made acidic to pH 1.0 using 6 N hydrochloric acid. A white solid was obtained which was filtered off, washed with water and dried. The solid was crystallized from benzene to give product, m.p. 140°-142° C. Analysis:

Workup

  1. customwhereupon a precipitate formed
  2. customThe mixture was evaporated to dryness
  3. additionan then water was added
  4. dissolutionwhereupon most of the solid dissolved
  5. customA white solid was obtained which
  6. filtrationwas filtered off
  7. washwashed with water
  8. customdried
  9. customThe solid was crystallized from benzene
  10. customto give product, m.p. 140°-142° C

Sources & evidence

ORD record
ord-8a386bd6fd1e47acbbbbd5befea45540
Source dataset
uspto-grants-1982_06
Patent number
US04336397

Reaction notes

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