Pyridine → HCID 178467882, compound

HRID 1291960Notes

Reaction equation

HRID 1291960 reaction equation
[CH2:1]([O:3][CH2:4][C@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]2[CH:29]=[CH:28][C:14]([C:15](OC3C=C(F)C(C#N)=C(F)C=3)=[O:16])=[CH:13][CH:12]=2)[CH2:7][CH2:6]1)[CH3:2].C(OC[C@H]1CC[C@H](C2C=CC(C(O)=O)=CC=2)CC1)C.S(Cl)([Cl:51])=O.N1C=CC=CC=1>C1(C)C=CC=CC=1>[CH2:1]([O:3][CH2:4][C@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]2[CH:29]=[CH:28][C:14]([C:15]([Cl:51])=[O:16])=[CH:13][CH:12]=2)[CH2:7][CH2:6]1)[CH3:2]

Participants

6

Reactant 4

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 178467883HCID 178467883, compoundHCID 178467884HCID 178467884, compound

Product 1

HCID 178467882HCID 178467882, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Preparation of 3,5-difluoro-4-cyanophenyl 4-(trans-4-(ethoxymethyl)cyclohexyl)benzoate (in the formula (1), R=C2H5, l=1, m and n=both, 1, o=0, A1 =trans-1,4-cyclohexylene group, A2 =1,4-phenylene group, Z1 =covalent bond, Z2 =--COO--, X=CN, and Y1 and Y2 =both, F) (Compound No. 187) 4-(Trans-4-(ethoxymethyl)cyclohexyl)benzoic acid (1.9 g, 7.1 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-(trans-4-(ethoxymethyl)cyclohexyl)benzoyl 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-e77d97afa2a74a6ca45209498679ce3d
Source dataset
uspto-grants-1998_05
Patent number
US05755994

Reaction notes

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