Thionyl Chloride → HCID 58154748, compound

HRID 2359416Notes

Reaction equation

HRID 2359416 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:4]=[C:5]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[C:12]([CH2:19]O)[CH:13]=[CH:14][CH:15]=3)[N:10]=2)[CH:6]=[CH:7][CH:8]=1.O=S(Cl)[Cl:25]>C(Cl)Cl>[Cl:25][CH2:19][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:11]=1[N:10]=[C:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:22])([F:21])[F:1])[CH:4]=1)[CH:18]=[CH:17]2

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 58154805HCID 58154805, compound

Product 1

HCID 58154748HCID 58154748, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (2-(3-(trifluoromethyl)phenyl)quinolin-8-yl)methanol (0.67 g, 2.2 mmol) in CH2Cl2 (20 ml) was added SOCl2 (0.32 ml, 4.4 mmol) dropwise at 0° C. The mixture was stirred at room temperature for 2 h, and then concentrated. The residue was purified by column chromatography (1:15 ethylacetate in pentane) to give the product as a white solid (0.668 g, 94% yield).

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by column chromatography (1:15 ethylacetate in pentane)

Sources & evidence

ORD record
ord-17c25d93435b49c281720fc768327e86
Source dataset
uspto-grants-2014_04
Patent number
US08685970B2

Reaction notes

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