Oxalyl chloride → 6-Fluoro-2-naphthoyl chloride

HRID 589385

Reaction equation

HRID 589385 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([OH:14])=O)[CH:6]=[CH:5]2.C(Cl)(=O)C([Cl:18])=O>ClCCl.CN(C)C=O>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([Cl:18])=[O:14])[CH:6]=[CH:5]2

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 27827886-Fluoro-2-naphthoic acid

Product 1

HCID 866748346-Fluoro-2-naphthoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

6-Fluoro-2-naphthoic acid (228 mg, 1.2 mmol) was dissolved in dichloromethane (15 mL) and N,N-dimethylformamide (0.1 mL), and in an ice bath oxalic chloride (228 mg, 1.8 mmol) was added dropwise slowly. Upon completion of the dropwise addition, it was moved to react at room temperature for 3 hours, and concentrated under reduce pressure to obtain a white solid, i.e. 6-fluoro-2-naphthoyl chloride.

Workup

  1. additionUpon completion of the dropwise addition, it
  2. customto react at room temperature for 3 hours
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-a0b272b1e5734728a4e677fa84822678
Source dataset
uspto-grants-2016_01
Patent number
US09233098B2

Linked notes

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