2-Ethyl-1-butanol → 2-Fluoro-4-acetoxy-1-(2-ethylbutyloxy)carbonylbenzene

HRID 1384037Notes

Reaction equation

HRID 1384037 reaction equation
S(=Cl)=O.[F:4][C:5]1[CH:13]=[C:12]([O:14][C:15](=[O:17])[CH3:16])[CH:11]=[CH:10][C:6]=1[C:7]([OH:9])=[O:8].[CH2:18]([CH:20]([CH2:23][CH3:24])[CH2:21]O)[CH3:19]>N1C=CC=CC=1>[F:4][C:5]1[CH:13]=[C:12]([O:14][C:15](=[O:17])[CH3:16])[CH:11]=[CH:10][C:6]=1[C:7]([O:9][CH2:21][CH:20]([CH2:23][CH3:24])[CH2:18][CH3:19])=[O:8]

Participants

5

Reactant 3

HCID 73582-Ethyl-1-butanolHCID 227214164-Acetoxy-2-fluorobenzoic acidHCID 57465351CID 57465351

Product 1

HCID 211854772-Fluoro-4-acetoxy-1-(2-ethylbutyloxy)carbonylbenzene

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Thionyl chlorine in an amount of 60 ml (milliliter) was added to 11.9 g (0.06 mol) of 2-fluoro-4-acetoxybenzoic acid, and the mixture was allowed to react under reflux for 7 hours. Then, excess thionyl chloride was distilled off, and then 10 ml of pyridine and 3.7 g (0.0402 mol) of 2-ethyl-1-butanol were dropwise added.

Workup

  1. customto react
  2. temperatureunder reflux for 7 hours
  3. distillationThen, excess thionyl chloride was distilled off

Sources & evidence

ORD record
ord-77dd2ee3a0bc4451bae19c9baf507115
Source dataset
uspto-grants-2001_07
Patent number
US06258296B1

Reaction notes

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