Ethanol → HCID 54530264, compound

HRID 267810Notes

Reaction equation

HRID 267810 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([CH3:17])[C:14](Cl)=[O:15])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.N1C=CC=CC=1.[CH2:24]([OH:26])[CH3:25]>>[CH2:24]([O:26][C:14](=[O:15])[CH:13]([C:10]1[CH:11]=[CH:12][C:7]([C:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=2)=[CH:8][CH:9]=1)[CH3:17])[CH3:25]

Participants

4

Reactant 3

HCID 702EthanolHCID 1049PyridineHCID 54412737HCID 54412737, compound

Product 1

HCID 54530264HCID 54530264, compound

Procedure

7 g of α-[para-(1-cyclohexenyl)-phenyl]-propionic acid chloride are added dropwise to a solution, cooled to 10°C, of 10 ml of pyridine in 25 ml of ethanol. The mixture is allowed to stand at room temperature for 3 hours, then evaporated under reduced pressure, and the residue is dissolved in ether and the ethereal solution washed with water, 2N-hydrochloric acid, saturated sodium bicarbonate solution and again with water. The ethereal extracts are dried over sodium sulfate and evaporated, then distilled in a high vacuum to yield α-[para-(1-cyclohexenyl)-phenyl]-propionic acid ethyl ester of the formula ##SPC10##

Workup

  1. customevaporated under reduced pressure
  2. dissolutionthe residue is dissolved in ether
  3. washthe ethereal solution washed with water, 2N-hydrochloric acid, saturated sodium bicarbonate solution and again with water
  4. dry with materialThe ethereal extracts are dried over sodium sulfate
  5. customevaporated
  6. distillationdistilled in a high vacuum

Sources & evidence

ORD record
ord-a354e3425d2f4246be8072db94cbfc92
Source dataset
uspto-grants-1976_03
Patent number
US03944589

Reaction notes

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