Potassium Hydroxide → HCID 13037785, compound

HRID 1156634Notes

Reaction equation

HRID 1156634 reaction equation
O1CCOCC1.[O:7]=[C:8]([CH2:13][C:14](=[O:30])[C:15]1[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:17][CH:16]=1)[C:9]([O:11]C)=[O:10].[OH-].[K+]>C(O)C>[O:7]=[C:8]([CH2:13][C:14](=[O:30])[C:15]1[CH:16]=[CH:17][C:18]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:19][CH:20]=1)[C:9]([OH:11])=[O:10]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 312751,4-DioxaneHCID 13037780HCID 13037780, compound

Product 1

HCID 13037785HCID 13037785, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

There are dissolved in 45 ml of ethanol and 5.4 ml of dioxane 2.92 g (8.9 mMol) of the ester product of Step A above. To this solution 6.75 ml of 2 N potassium hydroxide was added, whereupon a precipitate formed. The reaction mixture was stirred at room temperature for 4 hours, then evaporated to dryness, dissolved in water, and extracted with ether. The aqueous layer was then acidified to pH 1 using 2 N hydrochloric acid; and the product was extracted into ethyl acetate, after which it was dried and evaporated, to yield 1.8 g. The crude product was crystallized from benzene, giving 480 mg in the first crop, m.p. 93°-94° C.; and 320 mg in the second crop, m.p. 90°-91° C. Analysis:

Workup

  1. customformed
  2. customevaporated to dryness
  3. dissolutiondissolved in water
  4. extractionextracted with ether
  5. extractionand the product was extracted into ethyl acetate
  6. customafter which it was dried
  7. customevaporated
  8. customto yield 1.8 g
  9. customThe crude product was crystallized from benzene
  10. customgiving 480 mg in the first crop, m.p. 93°-94° C.

Sources & evidence

ORD record
ord-0bbcf0b0260c47819457167731a17254
Source dataset
uspto-grants-1982_06
Patent number
US04336397

Reaction notes

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