p-Toluenesulfonic acid → HCID 178445628, compound

HRID 1350612Notes

Reaction equation

HRID 1350612 reaction equation
[CH2:1]([O:3][C:4]1[C:13]([F:14])=[C:12]2[C:7]([CH:8]=[C:9]([CH:17](O)[CH2:18][C@H:19]3[CH2:24][CH2:23][C@H:22]([C@H:25]4[CH2:30][CH2:29][C@H:28]([CH2:31][CH2:32][CH2:33][CH3:34])[CH2:27][CH2:26]4)[CH2:21][CH2:20]3)[C:10]([F:16])=[C:11]2[F:15])=[CH:6][CH:5]=1)[CH3:2].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4]1[C:13]([F:14])=[C:12]2[C:7]([CH:8]=[C:9](/[CH:17]=[CH:18]/[C@H:19]3[CH2:24][CH2:23][C@H:22]([C@H:25]4[CH2:26][CH2:27][C@H:28]([CH2:31][CH2:32][CH2:33][CH3:34])[CH2:29][CH2:30]4)[CH2:21][CH2:20]3)[C:10]([F:16])=[C:11]2[F:15])=[CH:6][CH:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 178445631HCID 178445631, compound

Product 1

HCID 178445628HCID 178445628, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A toluene (100 ml) solution of 7-ethoxy-3-[2-[trans-4-(trans-4-butylcyclohexyl)cyclohexyl]-1-hydroxyethyl]-1,2,8-trifluoronaphthalene and p-toluenesulfonic acid (0.6 g) was refluxed with heating in an autoclave for 1 hour. The reaction solution was washed with water and brine, and concentrated. The crude production of (E)-7-ethoxy-3-[2-[trans-4-(trans-4-butylcyclohexyl)cyclohexyl]ethenyl]-1,2,8-trifluoronaphthalene (16.6 g) was obtained.

Workup

  1. temperaturewith heating in an autoclave for 1 hour
  2. washThe reaction solution was washed with water and brine
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-12cf473e7d254503be74867dbfe35cbf
Source dataset
uspto-grants-2007_05
Patent number
US07214835B2

Reaction notes

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