Pyridine → HCID 18973686, compound

HRID 1780840Notes

Reaction equation

HRID 1780840 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8](O)[CH:9]=[CH:10][C:11]=2[O:12][CH:13]([F:15])[F:14])[CH2:3][CH2:2]1.N1C=CC=CC=1.S(Cl)(Cl)=O.[CH:27](Cl)(Cl)[Cl:28]>>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:9]=[CH:10][C:11]=2[O:12][CH:13]([F:15])[F:14])[CH2:27][Cl:28])[CH2:3][CH2:2]1

Participants

5

Reactant 4

HCID 1049PyridineHCID 6212ChloroformHCID 24386Thionyl ChlorideHCID 54134609HCID 54134609, compound

Product 1

HCID 18973686HCID 18973686, compound

Procedure

A solution of crude 3-cyclopropylmethoxy-4-difluoromethoxyphenyl alcohol (24.4 g) and pyridine (9.8 mL, 120 mmol) in chloroform (150 mL) under an argon atmosphere was treated with thionyl chloride (8.0 mL, 110 mmol) and the mixture was heated at reflux for 1 h. The solvent was removed, ether was added and the precipitate was removed by filtration. The filtrate was concentrated to a pale yellow oil (26 g).

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 1 h
  3. customThe solvent was removed
  4. additionether was added
  5. customthe precipitate was removed by filtration
  6. concentrationThe filtrate was concentrated to a pale yellow oil (26 g)

Sources & evidence

ORD record
ord-aa781d988aae4b8081c468563e72552e
Source dataset
uspto-grants-1997_05
Patent number
US05631286

Reaction notes

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