Ethanol → HCID 21294041, compound

HRID 622245Notes

Reaction equation

HRID 622245 reaction equation
[C:1]([C:4]1[CH:17]=[CH:16][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[C:6]([CH2:18][CH2:19][CH3:20])[C:5]=1[OH:21])(=[O:3])[CH3:2].S(=O)(=O)(O)O.[CH2:27](O)[CH3:28]>>[C:1]([C:4]1[CH:17]=[CH:16][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:27][CH3:28])=[O:14])=[C:6]([CH2:18][CH2:19][CH3:20])[C:5]=1[OH:21])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 13753872HCID 13753872, compound

Product 1

HCID 21294041HCID 21294041, compound

Procedure

Eleven grams of 5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentanoic acid were dissolved in 200 ml. of absolute ethanol. With stirring, 1 ml. of sulfuric acid was added and the reaction was stirred overnight. The solvent was evaporated in vacuo and the residue partitioned between ethyl acetate and dilute potassium carbonate solution. The ethyl acetate was separated, dried, and evaporated to give 9.9 g. of the title product, M+ =322.

Workup

  1. stirringthe reaction was stirred overnight
  2. customThe solvent was evaporated in vacuo
  3. customthe residue partitioned between ethyl acetate and dilute potassium carbonate solution
  4. customThe ethyl acetate was separated
  5. customdried
  6. customevaporated
  7. customto give 9.9 g

Sources & evidence

ORD record
ord-dd06da591652446e9be57de52ed9e061
Source dataset
uspto-grants-1988_09
Patent number
US04769482

Reaction notes

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