Pyridine → HCID 21404276, compound

HRID 1606234Notes

Reaction equation

HRID 1606234 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1)#[N:2].N1C=CC=CC=1.[C:22](Cl)(=[O:27])[CH2:23][CH2:24][CH2:25][CH3:26]>C1C=CC=CC=1>[C:22]([O:15][C:12]1[CH:13]=[CH:14][C:9]([C:6]2[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:8][CH:7]=2)=[CH:10][CH:11]=1)(=[O:27])[CH2:23][CH2:24][CH2:25][CH3:26]

Participants

5

Reactant 3

HCID 1049PyridineHCID 61186Valeryl chlorideHCID 1406104'-Hydroxy-4-biphenylcarbonitrile

Product 1

HCID 21404276HCID 21404276, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

0.390 G. of 4'-cyano-4-hydroxy-biphenyl are dissolved in 4.0 ml. of absolute pyridine and reacted with 0.289 g. of valeric acid chloride as in Example 1. The 0.590 g. of brownish colored turbid oil obtained according to the procedure described in Example 1 are dissolved in benzene and chromatographed on 40 g. of silica gel. Benzene elutes 0.518 g. of a colorless, turbid oil which crystallizes upon trituration. It is recrystallized from acetone-hexane up to constant melting point and clearing point. The pure 4'-cyano-4-biphenylyl valerate obtained melts at 36.5°-36.9° and has a clearing point of 61.7°. UV (EtOH): ε271 = 25,800.

Workup

  1. customof brownish colored turbid oil obtained
  2. customchromatographed on 40 g
  3. customof a colorless, turbid oil which crystallizes upon trituration
  4. customIt is recrystallized from acetone-hexane up to constant melting point and clearing point

Sources & evidence

ORD record
ord-86bf636267e6402ca5b9a4e214d39aff
Source dataset
uspto-grants-1976_04
Patent number
US03952046

Reaction notes

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