Pyridine → HCID 18913738, compound

HRID 1291961Notes

Reaction equation

HRID 1291961 reaction equation
[CH2:1]([O:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([O:22]C3C=C(F)C(C#N)=C(F)C=3)=O)=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)[CH2:2][CH2:3][CH2:4][CH3:5].C(OCC1C=CC(C2C=CC(C(O)=O)=CC=2)=CC=1)CCCC.S(Cl)([Cl:57])=O.N1C=CC=CC=1>C1(C)C=CC=CC=1>[CH2:1]([O:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([Cl:57])=[O:22])=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

6

Reactant 4

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 22374130HCID 22374130, compoundHCID 53922221HCID 53922221, compound

Product 1

HCID 18913738HCID 18913738, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Preparation of 3,5-difluoro-4-cyanophenyl 4'-(pentyloxymethyl)biphenyl-4-carboxylate (in the formula (1), R=C5 H11, l=1, m and n=both, 1, o=0, A1 and A2 =both, 1,4-phenylene group, Z1 =covalent bond, Z2 =--COO--, X=CN, and Y1 and Y2 =both, F) (Compound No. 229) 4'-(Pentyloxymethyl)biphenyl-4-carboxyic acid (2.1 g, 7.0 mmol) was mixed with thionyl chloride (1.3 g, 10.6 mmol), pyridine (0.1 ml) and toluene (4 ml), followed by reacting them at 80° C. for 2 hours, and distilling off superfluous thionyl chloride and toluene under reduced pressure, to obtain raw 4'-(pentyloxymethyl)biphenyl-4-carbonyl chloride.

Workup

  1. customat 80° C.
  2. customfor 2 hours
  3. distillationdistilling off superfluous thionyl chloride and toluene under reduced pressure

Sources & evidence

ORD record
ord-ba2cd864e5874b0ea3d57a7670c063a2
Source dataset
uspto-grants-1998_05
Patent number
US05755994

Reaction notes

Loading…