Benzoic Acid → 3-(2-Fluoro-4-biphenylyl)-1-butyl benzoate

HRID 918153Notes

Reaction equation

HRID 918153 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH:8]([CH3:12])[CH2:9][CH2:10][OH:11])[CH:5]=[CH:4][C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:19](O)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC=CC=1>O>[C:19]([O:11][CH2:10][CH2:9][CH:8]([C:6]1[CH:5]=[CH:4][C:3]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[C:2]([F:1])[CH:7]=1)[CH3:12])(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

6

Reactant 4

HCID 243Benzoic AcidHCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 215232653-(2-Fluoro-4-biphenylyl)-1-butanol

Product 1

HCID 215232683-(2-Fluoro-4-biphenylyl)-1-butyl benzoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Using a procedure analogous to that described in Example 3, 5.85 gm (67% of theory) of the ester of the formula ##EQU28## having a boiling point of 181°-185°C at 0.05 mm Hg were obtained by refluxing a mixture consisting of 6.11 gm (0.025 mol) of 3-(2-fluoro-4-biphenylyl)-1-butanol, 6.20 gm (0.051 mol) of benzoic acid, 0.5 gm of p-toluene-sulfonic acid and 40 ml of toluene until no more water separated out.

Workup

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  2. temperatureby refluxing a mixture
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Sources & evidence

ORD record
ord-678cf1c48c1146ebaf799906e0044daa
Source dataset
uspto-grants-1976_07
Patent number
US03969419

Reaction notes

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