Pyridine → HCID 18973686, compound

HRID 2399413Notes

Reaction equation

HRID 2399413 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=2[O:14][CH:15]([F:17])[F:16])[CH2:9]O)[CH2:3][CH2:2]1.N1C=CC=CC=1.S(Cl)([Cl:26])=O>C(Cl)(Cl)Cl>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=2[O:14][CH:15]([F:17])[F:16])[CH2:9][Cl:26])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 54527366HCID 54527366, compound

Product 1

HCID 18973686HCID 18973686, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of crude 3-cyclopropylmethoxy-4-difluoromethoxybenzyl 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-dc50575213254386a18d973dcacb78df
Source dataset
uspto-grants-1995_09
Patent number
US05449686

Reaction notes

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