Heptane → HCID 86644285, compound

HRID 2265106Notes

Reaction equation

HRID 2265106 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[C:6]([F:12])[CH:5]=1)([O-:3])=[O:2].[C:13]([CH2:18][CH:19]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:15][CH2:16][CH3:17])=[O:14].CCCCCCC>C1(C)C=CC=CC=1>[F:12][C:6]1[CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:11]=[CH:10][C:7]=1/[CH:8]=[C:18](\[CH3:19])/[C:13]([O:15][CH2:16][CH3:17])=[O:14]

Participants

5

Reactant 3

HCID 8900HeptaneHCID 45629192-Fluoro-4-nitrobenzaldehydeHCID 12607919Ethyl 3-(triphenyl-lambda~5~-phosphanylidene)propanoate

Product 1

HCID 86644285HCID 86644285, compoundYield 79,132.297%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
120 °C

Procedure

Compound 14b (14.6 mg) was dissolved in toluene (132 ml), and (carbetoxyethylidene)triphenylphosphorane (46.9 g) was added thereto. The obtained mixture was stirred under heating at 120° C. for 2 hours. After the reaction mixture was allowed to cool, n-heptane was added thereto and stirred. The precipitated solid was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was dissolved in methanol (125 ml), and purified water was added thereto. The precipitated solid was filtered off and then dried under reduced pressure. Thus, Compound 14c (17.3 g, 79%) was obtained as an opalescent solid.

Workup

  1. temperatureto cool
  2. stirringstirred
  3. filtrationThe precipitated solid was filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. dissolutionThe obtained residue was dissolved in methanol (125 ml)
  6. custompurified water
  7. additionwas added
  8. filtrationThe precipitated solid was filtered off
  9. customdried under reduced pressure

Sources & evidence

ORD record
ord-e8d9e74ce9aa48cfb61dab8cfa072843
Source dataset
uspto-grants-2010_12
Patent number
US07855300B2

Reaction notes

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