Pyridine → HCID 14669839, compound

HRID 972453

Reaction equation

HRID 972453 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.[CH2:22]([O:31][C:32](Cl)=[O:33])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]>C1C=CC=CC=1>[C:32](=[O:33])([O:31][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[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

Participants

5

Reactant 3

HCID 1049PyridineHCID 1406104'-Hydroxy-4-biphenylcarbonitrileHCID 544663Nonyl Chloroformate

Product 1

HCID 14669839HCID 14669839, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

0.976 G. of 4'-cyano-4-hydroxy-biphenyl are dissolved in 10 ml. of absolute pyridine and reacted with 1.24 g. of chloroformic acid n-nonyl ester as in Example 1. The 2.026 g. of yellowish, turbid oil obtained according to the procedure described in Example 1 is dissolved in benzene and chromatographed on 90 g. of silica gel. Benzene elutes 1.646 g. of colorless crystals which are recrystallized from ether-hexane up to constant melting point and clearing point. The pure 4'-cyano-4-biphenylyl n-nonyl carbonate obtained melts at 53.0°-53.1° and has a clearing point of 70.0°. The compound is smectic up to 68.1°. UV (EtOH): ε 271 = 26600.

Workup

  1. customof yellowish, turbid oil obtained
  2. customchromatographed on 90 g
  3. customof colorless crystals which are recrystallized from ether-hexane up to constant melting point and clearing point

Sources & evidence

ORD record
ord-92166b6c4498482aa5b6da191e029e5a
Source dataset
uspto-grants-1977_10
Patent number
US04053431

Linked notes

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