Pyridine → HCID 13575658, compound

HRID 463642Notes

Reaction equation

HRID 463642 reaction equation
N1C(F)=NC(F)=NC=1[F:3].[C:10]([OH:29])(=O)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]/[CH:18]=[CH:19]\[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].N1C=CC=CC=1>C(#N)C>[C:10]([F:3])(=[O:29])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]/[CH:18]=[CH:19]\[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

Participants

5

Reactant 3

HCID 1049PyridineHCID 12664Cyanuric fluorideHCID 445639Oleic Acid

Product 1

HCID 13575658HCID 13575658, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

To a solution of cyanuric fluoride (16 g, 0.12 mole in acetonitrile (125 ml) was added within 10 mins. a solution of oleic acid (80 g., 0.30 mole) and pyridine (24 g., 0.3 mole) in 125 ml. acetonitrile. The reaction mixture was stirred for 50 min and poured into ice-water, extracted with ether, and the organics dried over sodium sulfate. Removal of solvent and distillation in vacuo afforded oleoyl fluoride (85%, bp 184-186/12 torr).

Workup

  1. extractionextracted with ether
  2. dry with materialthe organics dried over sodium sulfate
  3. customRemoval of solvent and distillation in vacuo

Sources & evidence

ORD record
ord-88f1fd996ee34e49b440897bb76ed3c6
Source dataset
uspto-grants-1985_10
Patent number
US04544504

Reaction notes

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