Pyridine → HCID 4134902, compound

HRID 1606235Notes

Reaction equation

HRID 1606235 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:28])[CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>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:28])[CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

Participants

5

Reactant 3

HCID 1049PyridineHCID 67340Hexanoyl chlorideHCID 1406104'-Hydroxy-4-biphenylcarbonitrile

Product 1

HCID 4134902HCID 4134902, 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 0.323 g. of caproic acid chloride as in Example 1. The 0.613 g. of yellowish crystals obtained according to the procedure described in Example 1 are dissolved in benzene and chromatographed on 40 g. of silica gel. Benzene elutes 0.555 g. of colorless crystals which are recrystallized from acetone-hexane up to constant melting point and clearing point. The pure 4'-cyano-4-biphenylyl hexanoate obtained melts at 56.1° and has a clearing point of 70.7°. UV (EtOH): ε273 = 26,400.

Workup

  1. customof yellowish crystals obtained
  2. customchromatographed on 40 g
  3. customof colorless crystals which are recrystallized from acetone-hexane up to constant melting point and clearing point

Sources & evidence

ORD record
ord-9d6c2eb3a35d4b9d997512288d39fb7e
Source dataset
uspto-grants-1976_04
Patent number
US03952046

Reaction notes

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