Acetyl chloride → HCID 18783754, compound
Reaction equation
Br[C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[C:4]([F:10])[CH:3]=1.[C:11](Cl)(=[O:13])[CH3:12].C(C1C=C(F)C(F)=C(F)C=1)(=[O:17])C>>[C:11]([O:13][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[C:4]([F:10])[CH:3]=1)(=[O:17])[CH3:12]Participants
Procedure
3,4,5-Trifluorophenol (5.0 g, 0.034 mol), which was obtained by reacting a Grignard reagent of 1-bromo-3,4,5-trifluorobenzene with acetyl chloride, oxidizing the resulting 1-acetyl-3,4,5-trifluorobenzene with a peracid to obtain 3,4,5-trifluorophenyl acetate and subjecting this acetate to hydrolysis reaction, was dissolved in dry pyridine (10 ml), followed by gradually adding trans-4-propyl-cyclohexylcarbonyl chloride (6.4 g), allowing the resulting reaction solution to stand at 50° C. for 3 hours, adding water (100 ml) to the reaction solution, extracting the resulting deposited oily substance with n-heptane (30 ml), washing the n-heptane solution with a dilute hydrochloric acid aqueous solution and then with a dilute alkali aqueous solution, further washing with water till the washing water became neutral, drying the n-heptane solution over anhydrous sodium sulfate, distilling off n-heptane and recrystallizing the resulting oily substance from ethyl alcohol to obtain 3,4,5-trifluorophenyltrans-4-propylcyclohexyl carboxylate (6.5 g).C-I: 4.5° C.
Sources & evidence
- ORD record
- ord-34e9b7e974fe465da715fe8020440d1e
- Source dataset
- uspto-grants-1991_07
- Patent number
- US05032313
Reaction notes
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